Affiliation:
1. Laboratory for Advanced Research in Natural and Synthetic Chemistry, V.G. Vaze College, Mumbai University, Mithagar Road, Mulund (East), Mumbai 400 081, India
2. Department of Chemistry, Indian Institute of Technology, Powai, Mumbai 400 076, India
Abstract
One-pot tandem oxidation and double Diels-Alder reaction of myrcene or ocimene with
in situ generated 1,4-benzoquinone or 1,2-benzoquinone at 0°C for 1.5 h yielded polyalkylated
1,4,4a,5,8,8a,9a,10a-octahydro-9,10-anthracenediones and bis(alkylated) 9,10-phenanthrenedione respectively.
The structure of novel bis-adduct from ocimene, (1R,4aR,5S,8aS,9aS,10aR)-rel-
1,4,4a,5,8,8a,9a,10a-octahydro-2,6-dimethyl-1,5-bis(3-methyl-2-buten-1-yl)-9,10-anthracenedione,
was elucidated through single crystal X-ray analysis.
Publisher
Bentham Science Publishers Ltd.
Subject
Organic Chemistry,Biochemistry