A New Powerful Strategy for the Organocatalytic Asymmetric Construction of a Quaternary Carbon Stereogenic Center

A new method for chiral diamine-catalyzed Robinson-type annulation was developed to construct cyclohexenone derivatives bearing a quaternary carbon stereogenic center at the 4-position in high enantiomeric excess. This method was successfully applied to the short synthesis of (+)-sporochnol A.

Saved in:
Bibliographic Details
Published in:Organic letters 2010-04, Vol.12 (7), p.1616-1619
Main Authors: Inokoishi, Yogo, Sasakura, Niiha, Nakano, Keiji, Ichikawa, Yoshiyasu, Kotsuki, Hiyoshizo
Format: Article
Language:English
Subjects:
Alkenes - chemical synthesis
Alkenes - chemistry
Carbon - chemistry
Catalysis
Cyclohexanones - chemical synthesis
Cyclohexanones - chemistry
Diamines - chemistry
Molecular Structure
Phenols - chemical synthesis
Phenols - chemistry
Stereoisomerism
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:A new method for chiral diamine-catalyzed Robinson-type annulation was developed to construct cyclohexenone derivatives bearing a quaternary carbon stereogenic center at the 4-position in high enantiomeric excess. This method was successfully applied to the short synthesis of (+)-sporochnol A.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol100350w