CHIRAL ALLYLSILANE ADDITIONS TO CHIRAL ALPHA-SUBSTITUTED ALDEHYDES

Authors
DIAS LC GIACOMINI R
Citation
Lc. Dias et R. Giacomini, CHIRAL ALLYLSILANE ADDITIONS TO CHIRAL ALPHA-SUBSTITUTED ALDEHYDES, Journal of the Brazilian Chemical Society, 9(4), 1998, pp. 357-369
Citations number
18
Categorie Soggetti
Chemistry
Journal title
Journal of the Brazilian Chemical Society → ACNP
ISSN journal
01035053
Volume
9
Issue
4
Year of publication
1998
Pages
357 - 369
Database
ISI
SICI code
0103-5053(1998)9:4<357:CAATCA>2.0.ZU;2-0
Abstract
Chiral allylsilane 3 reacted with chiral alpha-methyl-beta-siloxy-alde hydes to afford the corresponding 1,4-syn-products with good diastereo selectivities independent of the absolute stereochemistry of these ald ehydes. The best selectivities are observed when the reactions are car ried out by transmetallation of the allylsilane 3 using Tin (IV) Chlor ide in CH2Cl2, at -78 degrees C, before addition of the aldehydes.