[1,2]-Wittig rearrangement of acetals. Part 1: Investigation about structural requirements

Citation
P. Gartner et al., [1,2]-Wittig rearrangement of acetals. Part 1: Investigation about structural requirements, TETRAHEDR-A, 10(24), 1999, pp. 4811-4830
Citations number
33
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
10
Issue
24
Year of publication
1999
Pages
4811 - 4830
Database
ISI
SICI code
0957-4166(199912)10:24<4811:[ROAP1>2.0.ZU;2-V
Abstract
Acetals of different alcohols with (+)-camphor derived enantiomerically pur e 7,8,8-trimethyl-4,7-methanobenzofuran-2-ol were prepared and subjected to conditions favorable for a [1,2]-Wittig rearrangement. Results with regard to conversion, yield and stereochemical course depending on the structure of the starting material are discussed. (C) 2000 Elsevier Science Ltd. All rights reserved.