Stereoselective syntheses of (+/-)-komaroviquinone and (+/-)-faveline methyl ether through intramolecular Heck reaction.
[reaction: see text] An efficient, flexible, and stereoselective convergent route for constructing the trans-10-hydroxy-1,1-dimethyloctahydrodibenzo[a,d]cyclohepten-7-ones (5a-c) was achieved via intramolecular Heck reaction. This strategy has been successfully implemented for the syntheses of (+/-)-komaroviquinone (3) through (+/-)-coulterone dimethyl ether (5c) and (+/-)-faveline methyl ether (1a).
Sengupta
Sujaya
S
Medicinal Chemistry Division, Indian Institute of Chemical Biology, 4 Raja S. C. Mullick Road, Kolkata-700 032, India.
Drew
Michael G B
MG
Mukhopadhyay
Ranjan
R
Achari
Basudeb
B
Banerjee
Asish Kr
AK
D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis*; D004224:Diterpenes / Q000138:chemical synthesis*; D011809:Quinones / Q000138:chemical synthesis*
D000972:Antineoplastic Agents, Phytogenic; D004224:Diterpenes; D011809:Quinones; C508550:komaroviquinone