Back to Search Start Over

High-pressure Diels-Alder cycloadditions between benzylideneacetones and 1,3-butadienes: application to the synthesis of (R,R)-(-)- and (S,S)-(+)-[[DELTA].sup.8]-tetrahydrocannabinol

Authors :
Ballerini, Eleonora
Minuti, Lucio
Piermatti, Oriana
Source :
Journal of Organic Chemistry. June 18, 2010, Vol. 75 Issue 12, 4251-4260
Publication Year :
2010

Abstract

High-pressure Diels-Alder reactions of various alkoxy/alkyl-substituted benzylideneacetones with methyl-1,3-butadienes are described. The application to the synthesis of [[DELTA].sup.8]-trans-THC in both enantiomeric pure forms is based on the resolution of selected cycloadduct by the SAMP-hydrazone method.

Details

Language :
English
ISSN :
00223263
Volume :
75
Issue :
12
Database :
Gale General OneFile
Journal :
Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
edsgcl.231787132