A General Method for the Enantioselective Synthesis of α‑Chiral Heterocycles

The enantioselective formation of stereocenters proximal to unprotected heterocycles has been accomplished. Thus, vinyl boronic acids are added to heterocycle-appended enones via a modified-BINOL catalyst. Catalyst design was key to enable a general reaction. High yields and useful er’s are observed...

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Bibliographic Details
Published in:Organic letters 2012-12, Vol.14 (23), p.6104-6107
Main Authors: Le, Phong Q, Nguyen, Thien S, May, Jeremy A
Format: Article
Language:English
Subjects:
Catalysis
Chemistry, Organic - methods
Combinatorial Chemistry Techniques
Heterocyclic Compounds - chemical synthesis
Heterocyclic Compounds - chemistry
Molecular Structure
Stereoisomerism
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Summary:The enantioselective formation of stereocenters proximal to unprotected heterocycles has been accomplished. Thus, vinyl boronic acids are added to heterocycle-appended enones via a modified-BINOL catalyst. Catalyst design was key to enable a general reaction. High yields and useful er’s are observed for a host of common heteroaryls.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol3030605