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Diastereo- and Enantioselective Synthesis of a Novel Tetracyclic Ring System via an Organocatalytic One-Pot Reaction
An efficient , asymmetric, one‐pot synthesis of a novel tetracyclic ring system incorporating both chroman and bicyclo[2.2.2]octane structural units was established through sequential reaction of nitroolefin enoates and α,β‐unsaturated ketones. Six stereogenic centers including two quaternary stereo...
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Published in: | Advanced synthesis & catalysis 2011-11, Vol.353 (16), p.2960-2965 |
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container_end_page | 2965 |
container_issue | 16 |
container_start_page | 2960 |
container_title | Advanced synthesis & catalysis |
container_volume | 353 |
creator | Yu, De-Feng Wang, Yao Xu, Peng-Fei |
description | An efficient , asymmetric, one‐pot synthesis of a novel tetracyclic ring system incorporating both chroman and bicyclo[2.2.2]octane structural units was established through sequential reaction of nitroolefin enoates and α,β‐unsaturated ketones. Six stereogenic centers including two quaternary stereocenters were formed with excellent diastereo‐ and enantioselectivity. |
doi_str_mv | 10.1002/adsc.201100332 |
format | article |
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Six stereogenic centers including two quaternary stereocenters were formed with excellent diastereo‐ and enantioselectivity.</description><identifier>ISSN: 1615-4150</identifier><identifier>ISSN: 1615-4169</identifier><identifier>EISSN: 1615-4169</identifier><identifier>DOI: 10.1002/adsc.201100332</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Alicyclic compounds ; Alicyclic compounds, terpenoids, prostaglandins, steroids ; Asymmetry ; bicyclo[2.2.2]octanes ; Catalysis ; Catalysts: preparations and properties ; Chemistry ; chromans ; Exact sciences and technology ; General and physical chemistry ; Heterocyclic compounds ; Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives ; Ketones ; one-pot reaction ; Organic chemistry ; organocatalysis ; Preparations and properties ; Synthesis ; tetracyclic ring systems ; Theory of reactions, general kinetics. Catalysis. 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subjects | Alicyclic compounds Alicyclic compounds, terpenoids, prostaglandins, steroids Asymmetry bicyclo[2.2.2]octanes Catalysis Catalysts: preparations and properties Chemistry chromans Exact sciences and technology General and physical chemistry Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Ketones one-pot reaction Organic chemistry organocatalysis Preparations and properties Synthesis tetracyclic ring systems Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry |
title | Diastereo- and Enantioselective Synthesis of a Novel Tetracyclic Ring System via an Organocatalytic One-Pot Reaction |
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