Reaction of chiral titanium Z-enolates with chiral alpha-silyloxy aldehydes. Syntheses of NFX-2 and antimycinone

Authors
Esteve, C Ferrero, M Romea, P Urpi, F Vilarrasa, J
Citation
C. Esteve et al., Reaction of chiral titanium Z-enolates with chiral alpha-silyloxy aldehydes. Syntheses of NFX-2 and antimycinone, TETRAHEDR L, 40(27), 1999, pp. 5083-5086
Citations number
8
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
27
Year of publication
1999
Pages
5083 - 5086
Database
ISI
SICI code
0040-4039(19990702)40:27<5083:ROCTZW>2.0.ZU;2-D
Abstract
Titanium-mediated aldol reactions of 1 and (S)-2-tert-butyldiphenylsilyloxy aidehydes (matched pair) afford syn Felkin diastereomers in excellent yiel d and absolute stereochemical control. Having established that chain length does not affect the yield of the titanium aldol reactions, we have been ab le to achieve short, high yielding and enantioselective syntheses of NFX-2 and Antimycinone. (C) 1999 Elsevier Science Ltd. All rights reserved.