ISSN print edition: 0366-6352
ISSN electronic edition: 1336-9075
Registr. No.: MK SR 9/7
Total synthesis of cannabisin F
Ya-Mu Xia, Jun Xia, and Chen Chai
College of Chemical Engineering, Qingdao University of Science and Technology, Qingdao, 266042, China
Abstract: A practical eight-step synthesis of lignanamide cannabisin F starting from vanillin is reported for the first time. This synthetic strategy applies the aldol reaction followed by the Wittig reaction to afford the key 8-O-4′-neolignan intermediate diacid. The diacid was condensed with N,O-protected tyramine giving, after deprotection, cannabisin F.
Keywords: cannabisin F – lignanamide – 8-O-4′-neolignan – tyramine
Full paper is available at www.springerlink.com.
Chemical Papers 68 (3) 384–391 (2014)