Enzymatic resolution of secondary alcohols coupled with ruthenium-catalyzed racemization without hydrogen mediator

Authors
Koh, JH Jung, HM Kim, MJ Park, J
Citation
Jh. Koh et al., Enzymatic resolution of secondary alcohols coupled with ruthenium-catalyzed racemization without hydrogen mediator, TETRAHEDR L, 40(34), 1999, pp. 6281-6284
Citations number
12
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
34
Year of publication
1999
Pages
6281 - 6284
Database
ISI
SICI code
0040-4039(19990820)40:34<6281:EROSAC>2.0.ZU;2-P
Abstract
(eta(5)-Indenyl)RuCl(PPh3)(2) was found to catalyze the racemization of sec ondary alcohols in the presence of triethylamine and oxygen. Unlike previou sly reported metal-catalyzed racemizations, ketones were not required as hy drogen mediators in our process. The Ru-catalyzed racemization was coupled with enzymatic acetylation for the dynamic kinetic resolution of secondary alcohols to give chiral acetates in good yields (60-98%) with high enantios electivities (82-99% ee). (C) 1999 Elsevier Science Ltd. All rights reserve d.