Axially chiral dicarboxylic acid catalyzed asymmetric semipinacol rearrangement of cyclic β-hydroxy-α-diazo esters

The development of axially chiral dicarboxylic acid catalyzed desymmetrizing asymmetric semipinacol rearrangement of symmetrically substituted six-membered cyclic β-hydroxy-α-diazo esters is reported as a means to give chiral cycloheptanones with good enantioselectivities. [Display omitted]

Saved in:
Bibliographic Details
Published in:Tetrahedron 2012-09, Vol.68 (37), p.7630-7635
Main Authors: Hashimoto, Takuya, Isobe, Shingo, Callens, Cedric K.A., Maruoka, Keiji
Format: Article
Language:English
Subjects:
Alicyclic compounds
Alicyclic compounds, terpenoids, prostaglandins, steroids
Chemistry
Chiral Brønsted acid
Desymmetrization
Diazo compounds
Exact sciences and technology
Organic chemistry
Preparations and properties
Rearrangement
Ring expansion
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The development of axially chiral dicarboxylic acid catalyzed desymmetrizing asymmetric semipinacol rearrangement of symmetrically substituted six-membered cyclic β-hydroxy-α-diazo esters is reported as a means to give chiral cycloheptanones with good enantioselectivities. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2012.06.033