Synthesis of the first chiral phosphorous chelate aminophosphino-carbene complex and its applications in stereoselective addition reactions

Authors
Maiorana, S Papagni, A Licandro, E Perdicchia, D Baldoli, C Graiff, C Tiripicchio, A
Citation
S. Maiorana et al., Synthesis of the first chiral phosphorous chelate aminophosphino-carbene complex and its applications in stereoselective addition reactions, INORG CHIM, 296(1), 1999, pp. 236-245
Citations number
30
Categorie Soggetti
Inorganic & Nuclear Chemistry
Journal title
INORGANICA CHIMICA ACTA
ISSN journal
00201693 → ACNP
Volume
296
Issue
1
Year of publication
1999
Pages
236 - 245
Database
ISI
SICI code
0020-1693(199912)296:1<236:SOTFCP>2.0.ZU;2-R
Abstract
The first phosphorous chelate chiral aminophosphinomethyl carbene complex 5 has been synthesized. Its conjugated base represents a new chiral cr-unsub stituted amide enolate equivalent for stereoselective addition reactions. T he structure of the major diastereoisomer of the aldol addition complex bet ween 5 and pO(2)N-C6H4-CHO, solved by X-ray diffraction, shows that the (S) -enantiomer of the conjugated base of 5 reacts preferentially with the re f ace of the carbonyl function. (C) 1999 Elsevier Science S.A. All rights res erved.