BF3-CENTER-DOT-ET(2)O-MEDIATED INTRAMOLECULAR ALLYLSTANNANE-KETONE CYCLIZATIONS - FORMATION OF BICYCLO[4.1.0]HEPT-4-EN-1-OLS FROM 5-(TRIBUTYLSTANNYL)-3-CYCLOHEPTENONES

Authors
TAKEDA K NAKAJIMA A YOSHII E
Citation
K. Takeda et al., BF3-CENTER-DOT-ET(2)O-MEDIATED INTRAMOLECULAR ALLYLSTANNANE-KETONE CYCLIZATIONS - FORMATION OF BICYCLO[4.1.0]HEPT-4-EN-1-OLS FROM 5-(TRIBUTYLSTANNYL)-3-CYCLOHEPTENONES, Synlett, (8), 1996, pp. 753
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
8
Year of publication
1996
Database
ISI
SICI code
0936-5214(1996):8<753:BIAC>2.0.ZU;2-G
Abstract
In the reaction of trans- and yl)-3-(tert-butyldimethylsiloxy)-3-cyclo heptenones with BF3 . Et(2)O, the trans isomer afforded bicyclo[4.1.0] heptenol, intramolecular addition. product of the allylstannane system to the carbonyl group, as the major product, while with the cis isome r predominant course was desilylation with retention of the SnBu(3) gr oup.