Stereochemistry of transition metal catalyzed asymmetric intramolecular allyl transfer in chiral alpha-sulfinyl allylic esters

Authors
Hiroi, K Suzuki, Y Kato, F Kyo, Y
Citation
K. Hiroi et al., Stereochemistry of transition metal catalyzed asymmetric intramolecular allyl transfer in chiral alpha-sulfinyl allylic esters, TETRAHEDR-A, 12(1), 2001, pp. 37-40
Citations number
20
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
12
Issue
1
Year of publication
2001
Pages
37 - 40
Database
ISI
SICI code
0957-4166(20010205)12:1<37:SOTMCA>2.0.ZU;2-K
Abstract
The stereochemistry of palladium or nickel catalyzed asymmetric intramolecu lar allyl transfer in chiral a-sulfinyl allylic esters was determined. The participation of the catalyst and the chiral sulfinyl functionality in thes e transformations, presumably by the coordination of the sulfinyl group to the catalyst, is discussed, and a novel mechanism is proposed for the ratio nalization of the results obtained. (C) 2001 Elsevier Science Ltd. All righ ts reserved.