Issue 69, 2015

Construction of an all-substituted pyrrolidine derivative with multiple stereogenic centers and Betti-base-derived γ-amino alcohols by [1,2]-Wittig rearrangement

Abstract

A new class of substituted γ-amino alcohols and downstream pyrrolidine derivatives have been synthesized successfully from simple 1-phenyl-ethylamine, in which a representative all-substituted pyrrolidine derivative with multiple stereogenic centers was obtained by highly diastereoselective [1,2]-Wittig rearrangement and intramolecular cyclization with perfect chirality transfer (up to >99.9% de) and good yields.

Graphical abstract: Construction of an all-substituted pyrrolidine derivative with multiple stereogenic centers and Betti-base-derived γ-amino alcohols by [1,2]-Wittig rearrangement

Supplementary files

Article information

Article type
Communication
Submitted
16 May 2015
Accepted
15 Jun 2015
First published
15 Jun 2015

RSC Adv., 2015,5, 55819-55824

Author version available

Construction of an all-substituted pyrrolidine derivative with multiple stereogenic centers and Betti-base-derived γ-amino alcohols by [1,2]-Wittig rearrangement

C. Wang, C. Dong, Z. Zheng, Z. Xu, K. Yang and L. Xu, RSC Adv., 2015, 5, 55819 DOI: 10.1039/C5RA09145D

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