On the characteristics of reverse-cope cyclizations of homoallylic sulfoxide nitrone adducts: A highly stereoselective route to pyrrolidine-N-oxides

Authors
Hanrahan, JR Knight, DW Salter, R
Citation
Jr. Hanrahan et al., On the characteristics of reverse-cope cyclizations of homoallylic sulfoxide nitrone adducts: A highly stereoselective route to pyrrolidine-N-oxides, SYNLETT, (10), 2001, pp. 1587-1589
Citations number
22
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
10
Year of publication
2001
Pages
1587 - 1589
Database
ISI
SICI code
0936-5214(200110):10<1587:OTCORC>2.0.ZU;2-K
Abstract
Lithiated homoallylic sulfoxides 4 add smoothly to a selection of aldonitro nes to give largely single diastereoisomers of the unsaturated hydroxylamin es 5 which undergo reverse Cope cyclizations to give the highly substituted pyrrolidine-N-oxides 6 in a stereocontrolled manner.