REARRANGEMENTS OF THE 2,6-DIARYL-3,7-DIOXABICYCLO[3.3.0]OCTANE SKELETON .3. REACTION OF GMELINOL WITH BF3-ETHERATE AND N,N-DIMETHYLANILINE

Authors
WARD RS PELTER A VENKATESWARLU R KAMAKSHI C LAKSHMI A
Citation
Rs. Ward et al., REARRANGEMENTS OF THE 2,6-DIARYL-3,7-DIOXABICYCLO[3.3.0]OCTANE SKELETON .3. REACTION OF GMELINOL WITH BF3-ETHERATE AND N,N-DIMETHYLANILINE, Tetrahedron, 52(45), 1996, pp. 14349-14360
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
45
Year of publication
1996
Pages
14349 - 14360
Database
ISI
SICI code
0040-4020(1996)52:45<14349:ROT2S>2.0.ZU;2-U
Abstract
Reaction of gmelinol 1 with BF3-etherate and N,N-dimethylaniline gave a product 9 formed by rearrangement of the 2,6-diaryl-3,7-dioxabicyclo [3.3.0]octane skeleton. Compound 9 on reduction with BF3-etherate and triethylsilane produced 15 which is epimeric with di-O-methyl cyclooli vil 18. Copyright (C) 1996 Elsevier Science Ltd