Total synthesis of 3-azasteroids via the transannular Diels-Alder strategy

Authors
Fortin, D Gaudette, F Marsault, E Deslongchamps, P
Citation
D. Fortin et al., Total synthesis of 3-azasteroids via the transannular Diels-Alder strategy, TETRAHEDRON, 57(19), 2001, pp. 4167-4177
Citations number
32
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
19
Year of publication
2001
Pages
4167 - 4177
Database
ISI
SICI code
0040-4020(20010507)57:19<4167:TSO3VT>2.0.ZU;2-I
Abstract
The total synthesis of four new 3-azasteroids is described, using the trans annular Diels-Alder (TADA) reaction. Elaboration of the acyclic trienes, ma crocyclizations and TADA reactions are detailed, as well as the stereochemi cal outcome of the reaction. (C) 2001 Elsevier Science Ltd. All rights rese rved.