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Asymmetric multicomponent reactions: diastereoselective synthesis of substituted pyrrolidines and prolines.


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.

SUBMITTER: Ghosh AK 

PROVIDER: S-EPMC3179855 | biostudies-literature | 2006 Sep

REPOSITORIES: biostudies-literature

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Asymmetric multicomponent reactions: diastereoselective synthesis of substituted pyrrolidines and prolines.

Ghosh Arun K AK   Kulkarni Sarang S   Xu Chun-Xiao CX   Fanwick Phillip E PE  

Organic letters 20060901 20


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. ...[more]

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