An easy and efficient method to produce gamma-amino alcohols by reduction of beta-enamino ketones

Reduction of beta-enamino ketones 2 with NaBH4 in glacial acetic acid gave gamma-amino alcohols 1 in 70% to 98% yield with diastereomeric excesses, preferentially the syn product, from 44% to 90%. The stereochemistry of these compounds was confirmed by analysis of their tetrahydro-1,3-oxazine derivatives 3.

Saved in:
Bibliographic Details
Main Authors: Harris,Maria Inês N. C., Braga,Antonio C. H.
Format: Digital revista
Language:English
Published: Sociedade Brasileira de Química 2004
Online Access:http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532004000600027
Tags: Add Tag
No Tags, Be the first to tag this record!