Unique property of copper(I) chloride as a radical initiator as well as a Lewis acid: Application to CuCl-catalyzed aldol reaction of alpha,beta-unsaturated ketones with Bu3SnH

Authors
Ooi, T Doda, K Sakai, D Maruoka, K
Citation
T. Ooi et al., Unique property of copper(I) chloride as a radical initiator as well as a Lewis acid: Application to CuCl-catalyzed aldol reaction of alpha,beta-unsaturated ketones with Bu3SnH, TETRAHEDR L, 40(11), 1999, pp. 2133-2136
Citations number
20
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
11
Year of publication
1999
Pages
2133 - 2136
Database
ISI
SICI code
0040-4039(19990312)40:11<2133:UPOCCA>2.0.ZU;2-3
Abstract
Copper (I) chloride in combination with tributyltin hydride showed unique c haracter as an initiator of certain radical reactions. Hydrostannation of a lpha,beta-unsaturated ketones with Bu3SnH was initiated by CuCl and the res ulting tin enolates underwent subsequent aldol reaction with aldehydes unde r the influence of CuCl as a Lewis acid catalyst. (C) 1999 Elsevier Science Ltd. All rights reserved.