Stereoselective hydrogen bromide-promoted hydrogenation of an alpha-hydroxyoxime

Citation
Iw. Davies et al., Stereoselective hydrogen bromide-promoted hydrogenation of an alpha-hydroxyoxime, TETRAHEDR L, 41(42), 2000, pp. 8021-8025
Citations number
15
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
42
Year of publication
2000
Pages
8021 - 8025
Database
ISI
SICI code
0040-4039(20001014)41:42<8021:SHBHOA>2.0.ZU;2-N
Abstract
Hydrogen bromide has been demonstrated to provide optimal cis-selectivity i n the reduction of 4-chromanone alpha-hydroxyoxime (25:1 cis/trans) in 94% yield. This reaction is pivotal in the synthesis of cis-aminochromanol. (C) 2000 Elsevier Science Ltd. All rights reserved.