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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
- 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