Diastereoselective Synthesis of Protected 4-epi-Vancosamine from (S)-N-Boc-N,O-isopropylidene-alfa-methylserinal

An efficient diastereoselective synthesis of methyl N,O-dibenzoyl-L-4-epi-vancosamine is described. The key step involves Sharpless asymmetric dihydroxylation of a Z olefin derived from (S)-N-Boc-N,O-isopropylidene-α-methylserinal. © 2003 Elsevier Science Ltd. All rights reserved.

Bibliographic Details
Authors: Avenoza, A. [0000-0002-5465-3555]; Busto, J.H. [0000-0003-4403-4790]; Corzana, F. [0000-0001-5597-8127]; Peregrina, J.M. [0000-0003-3778-7065]; Sucunza, D. [0000-0002-3307-4204]; Zurbano, M.M. [0000-0001-6370-3537]
Format: Article
Status:Published version
Publication date:2003
Country:España
Institution:Universidad de La Rioja (UR)
Repository:RIUR. Repositorio Institucional de la Universidad de La Rioja
OAI Identifier:oai:portal.dialnet.es:doc/5bbc690ab750603269e813ff
Online Access:https://investigacion.unirioja.es/documentos/5bbc690ab750603269e813ff
Access Level:Open access
Description
Summary:An efficient diastereoselective synthesis of methyl N,O-dibenzoyl-L-4-epi-vancosamine is described. The key step involves Sharpless asymmetric dihydroxylation of a Z olefin derived from (S)-N-Boc-N,O-isopropylidene-α-methylserinal. © 2003 Elsevier Science Ltd. All rights reserved.