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. 2006 Sep 28;8(20):4509-11.
doi: 10.1021/ol061672i.

Asymmetric multicomponent reactions: diastereoselective synthesis of substituted pyrrolidines and prolines

Arun K Ghosh  1 , Sarang Kulkarni, Chun-Xiao Xu, Phillip E Fanwick
Affiliations

Asymmetric multicomponent reactions: diastereoselective synthesis of substituted pyrrolidines and prolines

Arun K Ghosh et al. Org Lett. .

Abstract

A novel diastereoselective synthesis of substituted pyrrolidines has been developed. Asymmetric multicomponent reactions of optically active phenyldihydrofuran, N-tosyl imino ester, and silane reagents in a one-pot operation afforded highly substituted pyrrolidine derivatives diastereoselectively. The reaction is quite efficient and constructed up to three stereogenic centers in a single operation.

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Figures

Figure 1
Figure 1
ORTEP drawing of X-ray structure of 4
Scheme 1
Scheme 1
Asymmetric multicomponent reaction
Scheme 2
Scheme 2
Stereochemical models
See this image and copyright information in PMC

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