Loading…
Alkylation of α-tert-butoxycarbonylamino ketone enolate anions. A useful synthesis of α-alkyl-α-amino ketones, 2-acylpyrrolidines, and 2-acylpiperidines
A versatile synthesis of α-alkyl-α-amino ketones 5 and cyclic α-amino ketones 7 based on the selective mono-α-alkylation and C(α), N-cycloalkylation of α-tert-butoxycarbonylamino ketones 2 and subsequent acidic hydrolysis is described. Key words: α-tert-butoxycarbonylamino ketones, α-alkyl-α-amino k...
Saved in:
Published in: | Canadian journal of chemistry 1991-12, Vol.69 (12), p.2059-2063 |
---|---|
Main Authors: | , , |
Format: | Article |
Language: | English |
Subjects: | |
Citations: | Items that cite this one |
Online Access: | Get full text |
Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
cited_by | cdi_FETCH-LOGICAL-c318t-8be44a5dadc49f6ac011b3c581f9a62f8047348206fd49bee1f608ce9bb5275e3 |
---|---|
cites | |
container_end_page | 2063 |
container_issue | 12 |
container_start_page | 2059 |
container_title | Canadian journal of chemistry |
container_volume | 69 |
creator | Guzman, Angel Quintero, Clara Muchowski, Joseph M |
description | A versatile synthesis of α-alkyl-α-amino ketones
5
and cyclic α-amino ketones
7
based on the selective mono-α-alkylation and C(α), N-cycloalkylation of α-tert-butoxycarbonylamino ketones
2
and subsequent acidic hydrolysis is described. Key words: α-tert-butoxycarbonylamino ketones, α-alkyl-α-amino ketones, 2-acylpyrrolidines, and 2-acylpiperidines. |
doi_str_mv | 10.1139/v91-298 |
format | article |
fullrecord | <record><control><sourceid>pascalfrancis_nrcre</sourceid><recordid>TN_cdi_pascalfrancis_primary_5271301</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>5271301</sourcerecordid><originalsourceid>FETCH-LOGICAL-c318t-8be44a5dadc49f6ac011b3c581f9a62f8047348206fd49bee1f608ce9bb5275e3</originalsourceid><addsrcrecordid>eNp9kE1OwzAQRi0EEqUgruAFAglhsB0ndZZVxZ9UiQ2sI8cZq6GpHdkpImfhFFyEM-GSgtjAajyf37zFh9Axo5eMJfnVS84Iz-UOGjEhKUl4znbRiFIqiaCC76ODEJ7jOqE8HaG3abPsG9XVzmJn8Mc76cB3pFx37rXXypfOxu9VbR1eQucsYLAu8oCVjTfhEk_xOoBZNzj0tltAqMNWpDZmsnn8Og8XmBOl-6btvXdNXdVfmbLVd1634If4EO0Z1QQ42s4xerq5fpzdkfnD7f1sOic6YbIjsgQhVFqpSovcZEpTxspEp5KZXGXcSComiZCcZqYSeQnATEalhrwsUz5JIRmjs8GrvQvBgylaX6-U7wtGi02nRey0iJ1G8mQgWxW0aoxXVtfhB486llAWsfMBs157CKC8XvzjPP0b3kJFW5nkE6G9l9o</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Alkylation of α-tert-butoxycarbonylamino ketone enolate anions. A useful synthesis of α-alkyl-α-amino ketones, 2-acylpyrrolidines, and 2-acylpiperidines</title><source>Elektronische Zeitschriftenbibliothek</source><creator>Guzman, Angel ; Quintero, Clara ; Muchowski, Joseph M</creator><creatorcontrib>Guzman, Angel ; Quintero, Clara ; Muchowski, Joseph M</creatorcontrib><description>A versatile synthesis of α-alkyl-α-amino ketones
5
and cyclic α-amino ketones
7
based on the selective mono-α-alkylation and C(α), N-cycloalkylation of α-tert-butoxycarbonylamino ketones
2
and subsequent acidic hydrolysis is described. Key words: α-tert-butoxycarbonylamino ketones, α-alkyl-α-amino ketones, 2-acylpyrrolidines, and 2-acylpiperidines.</description><identifier>ISSN: 0008-4042</identifier><identifier>EISSN: 1480-3291</identifier><identifier>DOI: 10.1139/v91-298</identifier><identifier>CODEN: CJCHAG</identifier><language>eng</language><publisher>Ottawa, Canada: NRC Research Press</publisher><subject>Chemistry ; Exact sciences and technology ; Organic chemistry</subject><ispartof>Canadian journal of chemistry, 1991-12, Vol.69 (12), p.2059-2063</ispartof><rights>1992 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c318t-8be44a5dadc49f6ac011b3c581f9a62f8047348206fd49bee1f608ce9bb5275e3</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=5271301$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Guzman, Angel</creatorcontrib><creatorcontrib>Quintero, Clara</creatorcontrib><creatorcontrib>Muchowski, Joseph M</creatorcontrib><title>Alkylation of α-tert-butoxycarbonylamino ketone enolate anions. A useful synthesis of α-alkyl-α-amino ketones, 2-acylpyrrolidines, and 2-acylpiperidines</title><title>Canadian journal of chemistry</title><addtitle>Revue canadienne de chimie</addtitle><description>A versatile synthesis of α-alkyl-α-amino ketones
5
and cyclic α-amino ketones
7
based on the selective mono-α-alkylation and C(α), N-cycloalkylation of α-tert-butoxycarbonylamino ketones
2
and subsequent acidic hydrolysis is described. Key words: α-tert-butoxycarbonylamino ketones, α-alkyl-α-amino ketones, 2-acylpyrrolidines, and 2-acylpiperidines.</description><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>Organic chemistry</subject><issn>0008-4042</issn><issn>1480-3291</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1991</creationdate><recordtype>article</recordtype><recordid>eNp9kE1OwzAQRi0EEqUgruAFAglhsB0ndZZVxZ9UiQ2sI8cZq6GpHdkpImfhFFyEM-GSgtjAajyf37zFh9Axo5eMJfnVS84Iz-UOGjEhKUl4znbRiFIqiaCC76ODEJ7jOqE8HaG3abPsG9XVzmJn8Mc76cB3pFx37rXXypfOxu9VbR1eQucsYLAu8oCVjTfhEk_xOoBZNzj0tltAqMNWpDZmsnn8Og8XmBOl-6btvXdNXdVfmbLVd1634If4EO0Z1QQ42s4xerq5fpzdkfnD7f1sOic6YbIjsgQhVFqpSovcZEpTxspEp5KZXGXcSComiZCcZqYSeQnATEalhrwsUz5JIRmjs8GrvQvBgylaX6-U7wtGi02nRey0iJ1G8mQgWxW0aoxXVtfhB486llAWsfMBs157CKC8XvzjPP0b3kJFW5nkE6G9l9o</recordid><startdate>19911201</startdate><enddate>19911201</enddate><creator>Guzman, Angel</creator><creator>Quintero, Clara</creator><creator>Muchowski, Joseph M</creator><general>NRC Research Press</general><general>National Research Council of Canada</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>19911201</creationdate><title>Alkylation of α-tert-butoxycarbonylamino ketone enolate anions. A useful synthesis of α-alkyl-α-amino ketones, 2-acylpyrrolidines, and 2-acylpiperidines</title><author>Guzman, Angel ; Quintero, Clara ; Muchowski, Joseph M</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c318t-8be44a5dadc49f6ac011b3c581f9a62f8047348206fd49bee1f608ce9bb5275e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1991</creationdate><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>Organic chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Guzman, Angel</creatorcontrib><creatorcontrib>Quintero, Clara</creatorcontrib><creatorcontrib>Muchowski, Joseph M</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>Canadian journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Guzman, Angel</au><au>Quintero, Clara</au><au>Muchowski, Joseph M</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Alkylation of α-tert-butoxycarbonylamino ketone enolate anions. A useful synthesis of α-alkyl-α-amino ketones, 2-acylpyrrolidines, and 2-acylpiperidines</atitle><jtitle>Canadian journal of chemistry</jtitle><addtitle>Revue canadienne de chimie</addtitle><date>1991-12-01</date><risdate>1991</risdate><volume>69</volume><issue>12</issue><spage>2059</spage><epage>2063</epage><pages>2059-2063</pages><issn>0008-4042</issn><eissn>1480-3291</eissn><coden>CJCHAG</coden><abstract>A versatile synthesis of α-alkyl-α-amino ketones
5
and cyclic α-amino ketones
7
based on the selective mono-α-alkylation and C(α), N-cycloalkylation of α-tert-butoxycarbonylamino ketones
2
and subsequent acidic hydrolysis is described. Key words: α-tert-butoxycarbonylamino ketones, α-alkyl-α-amino ketones, 2-acylpyrrolidines, and 2-acylpiperidines.</abstract><cop>Ottawa, Canada</cop><pub>NRC Research Press</pub><doi>10.1139/v91-298</doi><tpages>5</tpages></addata></record> |
fulltext | fulltext |
identifier | ISSN: 0008-4042 |
ispartof | Canadian journal of chemistry, 1991-12, Vol.69 (12), p.2059-2063 |
issn | 0008-4042 1480-3291 |
language | eng |
recordid | cdi_pascalfrancis_primary_5271301 |
source | Elektronische Zeitschriftenbibliothek |
subjects | Chemistry Exact sciences and technology Organic chemistry |
title | Alkylation of α-tert-butoxycarbonylamino ketone enolate anions. A useful synthesis of α-alkyl-α-amino ketones, 2-acylpyrrolidines, and 2-acylpiperidines |
url | http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-01T08%3A52%3A06IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-pascalfrancis_nrcre&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Alkylation%20of%20%CE%B1-tert-butoxycarbonylamino%20ketone%20enolate%20anions.%20A%20useful%20synthesis%20of%20%CE%B1-alkyl-%CE%B1-amino%20ketones,%202-acylpyrrolidines,%20and%202-acylpiperidines&rft.jtitle=Canadian%20journal%20of%20chemistry&rft.au=Guzman,%20Angel&rft.date=1991-12-01&rft.volume=69&rft.issue=12&rft.spage=2059&rft.epage=2063&rft.pages=2059-2063&rft.issn=0008-4042&rft.eissn=1480-3291&rft.coden=CJCHAG&rft_id=info:doi/10.1139/v91-298&rft_dat=%3Cpascalfrancis_nrcre%3E5271301%3C/pascalfrancis_nrcre%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c318t-8be44a5dadc49f6ac011b3c581f9a62f8047348206fd49bee1f608ce9bb5275e3%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true |