Studies in the aza-Cope reaction: a formal highly enantioselective synthesis of tryprostatin B

Authors
Cardoso, AS Lobo, AM Prabhakar, S
Citation
As. Cardoso et al., Studies in the aza-Cope reaction: a formal highly enantioselective synthesis of tryprostatin B, TETRAHEDR L, 41(19), 2000, pp. 3611-3613
Citations number
12
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
19
Year of publication
2000
Pages
3611 - 3613
Database
ISI
SICI code
0040-4039(20000506)41:19<3611:SITARA>2.0.ZU;2-W
Abstract
The BF3-Et2O induced rearrangement of N-phthaloyl-1-(3,3-dimethylallyl)-L-t ryptophane methyl ester proceeds without significant loss of its optical in tegrity to provide its 2-(3,3-dimethylallyl) isomer, a key intermediate in the synthesis of tryprostatin B. (C) 2000 Elsevier Science Ltd. All rights reserved.