THE AZA-[2,3]-WITTIG SIGMATROPIC REARRANGEMENT OF Z(C)-ALKENES

Authors
ANDERSON JC DUPAU P SIDDONS DC SMITH SC SWARBRICK ME
Citation
Jc. Anderson et al., THE AZA-[2,3]-WITTIG SIGMATROPIC REARRANGEMENT OF Z(C)-ALKENES, Tetrahedron letters, 39(17), 1998, pp. 2649-2650
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
17
Year of publication
1998
Pages
2649 - 2650
Database
ISI
SICI code
0040-4039(1998)39:17<2649:TASROZ>2.0.ZU;2-5
Abstract
The aza-[2,3]-Wittig sigmatropic rearrangement of Z(C)-alkenes can be achieved through the use of a trimethylsilyl anion stabilising group. The major diastereoisomer complements previous results aid allows acce ss to each diastereoisomer of the homoallylic amine products. A transi tion state model is described which accounts for the diminished diaste reoselection compared to E-alkyl substrates. (C) 1998 Elsevier Science Ltd. All rights reserved.