THE PREPARATION AND THE CASCADE REACTIONS OF N-BUTADIENYL-N-ALKYLKETENE N,O-TERT-BUTYLDIMETHYLSILYL ACETALS

Authors
FRANZ A ESCHLER PY THARIN M NEIER R
Citation
A. Franz et al., THE PREPARATION AND THE CASCADE REACTIONS OF N-BUTADIENYL-N-ALKYLKETENE N,O-TERT-BUTYLDIMETHYLSILYL ACETALS, Tetrahedron, 52(35), 1996, pp. 11643-11656
Citations number
36
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
35
Year of publication
1996
Pages
11643 - 11656
Database
ISI
SICI code
0040-4020(1996)52:35<11643:TPATCR>2.0.ZU;2-S
Abstract
The preparation of N-butadienyl-N-alkylketene N,O-tert-butyldimethylsi lyl acetals (11a-d) from readily available starting materials is descr ibed. The cascade Diels-Alder reaction followed by acylation of these ketene acetals yields bicyclic and tricyclic products 7, 13a,b and 14c ,d with high diastereoselectivity. Copyright (C) 1996 Elsevier Science Ltd