'Transmitted' remote double diastereoselection effects on the asymmetric reduction of beta-boronate oxime ethers

Authors
Sailes, HE Watts, JP Whiting, A
Citation
He. Sailes et al., 'Transmitted' remote double diastereoselection effects on the asymmetric reduction of beta-boronate oxime ethers, TETRAHEDR L, 41(14), 2000, pp. 2457-2461
Citations number
25
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
14
Year of publication
2000
Pages
2457 - 2461
Database
ISI
SICI code
0040-4039(20000401)41:14<2457:'RDDEO>2.0.ZU;2-V
Abstract
Remote asymmetric induction in the reduction of a homochiral beta-boronate oxime ether to the corresponding amine failed to provide asymmetric inducti on with achiral reducing agents, but use of a chiral reducing agent produce d extreme double diastereoselection effects which show that remote asymmetr y can be 'transmitted' by suitable choice of a 'partner' molecule. (C) 2000 Published by Elsevier Science Ltd. All rights reserved.