Synthesis of syn-and enantioenriched anti-β-amino alcohols by highly diastereoselective borono-Mannich allylation reactions

Authors

Philip J. Chevis, University of Wollongong
Thanika Promchai, University of Wollongong
Christopher Richardson, University of Wollongong
Thunwadee Limtharakul, Chiang Mai University
Stephen G. Pyne, University of Wollongong

Publication Name

Chemical Communications

Abstract

A highly diastereoselective method for the synthesis of syn-β-amino alcohols and enantioenriched anti-β-amino alcohols has been developed involving α-hydroxyl aldehydes and chiral α-phenylaminoxyaldehydes or α-benzoyloxyaldehydes, respectively in Petasis borono-Mannich allylation reactions. This study broadens the scope and utility of the Petasis reaction to include pinacol allylboronate and highlights its unique reactivity and stereochemical outcomes.

Open Access Status

This publication is not available as open access

Volume

58

Issue

13

First Page

2220

Last Page

2223

Funding Sponsor

University of Wollongong