1,4 Asymmetric Induction in the carbonyl reduction of a gamma-ketosulfoxide.

Authors
Solladie, G Colobert, F Somny, F
Citation
G. Solladie et al., 1,4 Asymmetric Induction in the carbonyl reduction of a gamma-ketosulfoxide., TETRAHEDR L, 40(6), 1999, pp. 1227-1228
Citations number
11
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
6
Year of publication
1999
Pages
1227 - 1228
Database
ISI
SICI code
0040-4039(19990205)40:6<1227:1AIITC>2.0.ZU;2-D
Abstract
a chiral sulfoxide induced high stereoselectivity in the DIBAL-H reduction of a methyl ketone located in the gamma position as a result of a 1,4-asymm etric induction. Addition of a lanthanide triflate or cerium chloride compl etely reversed the stereoselectivity. (C) 1999 Elsevier Science Ltd. All ri ghts reserved.