STEREOSELECTIVE CONJUGATE ADDITION OF LITHIUM AND TITANIUM ENOLATES TO GAMMA-ALKOXY ENONES

Authors
BERNARDI A MARCHIONNI C NOVO B KARAMFILOVA K POTENZA D SCOLASTICO C ROVERSI P
Citation
A. Bernardi et al., STEREOSELECTIVE CONJUGATE ADDITION OF LITHIUM AND TITANIUM ENOLATES TO GAMMA-ALKOXY ENONES, Tetrahedron, 52(10), 1996, pp. 3497-3508
Citations number
35
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
10
Year of publication
1996
Pages
3497 - 3508
Database
ISI
SICI code
0040-4020(1996)52:10<3497:SCAOLA>2.0.ZU;2-K
Abstract
The addition of titanium and lithium enolates 1 and 2 to gamma-alkoxy enone 4 occurs in good yield with good stereoselectivities. 3,4 syn - 2,3 syn adducts 7 are obtained starting from the lithium enolate 2, wh ereas the 3,4 syn - 2,3 anti isomers 9 are formed using the titanium e nolate 1. The levels of selectivity vary with the nature of the oxygen protecting group.