CATALYTIC ENANTIOSELECTIVE ALKYLATION OF BENZALDEHYDE WITH DIETHYLZINC USING CHIRAL NONRACEMIC (THIO)-PHOSPHORAMIDATES

Authors
HULST R HERES H FITZPATRICK K PEPER NCMW KELLOGG RM
Citation
R. Hulst et al., CATALYTIC ENANTIOSELECTIVE ALKYLATION OF BENZALDEHYDE WITH DIETHYLZINC USING CHIRAL NONRACEMIC (THIO)-PHOSPHORAMIDATES, Tetrahedron : asymmetry, 7(9), 1996, pp. 2755-2760
Citations number
28
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
7
Issue
9
Year of publication
1996
Pages
2755 - 2760
Database
ISI
SICI code
0957-4166(1996)7:9<2755:CEAOBW>2.0.ZU;2-#
Abstract
Two chiral nonracemic gamma-amino alcohols, ephedrine thiol and the co rresponding (thio)-phosphoramidates have been examined as catalysts fo r the enantioselective alkylation of benzaldehyde by diethylzinc. Addi tion of titanium tetraisopropoxide increases the yield as well as the enantioselectivity; 1-phenyl-propanol is obtained in up to 98% yield a nd e.e. Copyright (C) 1996 Published by Elsevier Science Ltd