Asymmetric Synthesis of β-Substituted γ-Lactams via Rhodium/Diene-Catalyzed 1,4-Additions: Application to the Synthesis of (R)-Baclofen and (R)-Rolipram

An efficient rhodium/diene-catalyzed asymmetric addition of arylboronic acids to α,β-unsaturated γ-lactams has been developed. The power of this methodology is further demonstrated by the concise synthesis of (R)-baclofen and (R)-rolipram.

Saved in:
Bibliographic Details
Published in:Organic letters 2011-02, Vol.13 (4), p.788-791
Main Authors: Shao, Cheng, Yu, Hong-Jie, Wu, Nuo-Yi, Tian, Ping, Wang, Rui, Feng, Chen-Guo, Lin, Guo-Qiang
Format: Article
Language:English
Subjects:
Baclofen - chemical synthesis
Baclofen - chemistry
beta-Lactams - chemical synthesis
beta-Lactams - chemistry
Boronic Acids - chemistry
Catalysis
Molecular Structure
Rhodium - chemistry
Rolipram - chemical synthesis
Rolipram - 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:An efficient rhodium/diene-catalyzed asymmetric addition of arylboronic acids to α,β-unsaturated γ-lactams has been developed. The power of this methodology is further demonstrated by the concise synthesis of (R)-baclofen and (R)-rolipram.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol103054a