Stereoselective approach to aminocyclopentitols from Garner aldehydes?

RSC Advances Pub Date: 2013-04-18 DOI: 10.1039/C3RA40648B

Abstract

An efficient stereoselective synthesis of aminocyclopentitols from (S)- and (R)-Garner aldehydes is presented here. The key steps involved diastereoselective addition of vinylmagnesium bromide to a Garner aldehyde, ring closing metathesis, diastereoselective dihydroxylation and stereoselective reduction of the keto functionality.

Graphical abstract: Stereoselective approach to aminocyclopentitols from Garner aldehydes
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