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Publicly Available Published by De Gruyter January 1, 2009

Dual Lewis acid - Lewis base activation in enantioselective additions to aldehydes

  • Erica Wingstrand , Stina Lundgren , Maël Penhoat and Christina Moberg
From the journal Pure and Applied Chemistry
https://doi.org/10.1351/pac200678020409
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Abstract

Reaction of benzaldehyde with ethyl cyanoformate in the presence of Lewis acidic Ti(IV) complexes of bispyridylamide or salen ligands and Lewis basic amines affords the O-alkoxycarbonylated cyanohydrin. In the presence of the salen-based catalytic system, acetyl cyanide can also be added to benzaldehyde, providing a highly enantioselective direct route to the O-acetylated cyanohydrin.

Keywords: bispyridylamide; cyanohydrin; Lewis acid; Lewis base; salen; titanium

Conference

IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS-13), International Symposium on Organometallic Chemistry Directed Toward Organic Synthesis, OMCOS, Organometallic Chemistry Directed Toward Organic Synthesis, 13th, Geneva, Switzerland, 2005-07-17–2005-07-21

Published Online: 2009-01-01
Published in Print: 2006-01-01

© 2013 Walter de Gruyter GmbH, Berlin/Boston

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From the journal
Pure and Applied Chemistry
Pure and Applied Chemistry
Volume 78 Issue 2
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Journal and Issue

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Foreword
Preface
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