Asymmetric total synthesis of (+)-crassalactone D.
The asymmetric total synthesis of (+)-crassalactone D (4), a naturally occurring antitumor agent, has been achieved by employing an oxidative spirocyclization of furan 11 as the key step. Two close analogues, 7-epi-crassalactone D (14) and 5-epi-7-epi-crassalactone D (15), also have been prepared in the course of the synthesis of (+)-crassalactone D.
Yang
Zhicai
Z
Medicinal Chemistry Department, AMRI, 26 Corporate Circle, P.O. Box 15098, Albany, New York 12212-5098, USA. zhicai.yang@amriglobal.com
Tang
Phung
P
Gauuan
Jolicia F
JF
Molino
Bruce F
BF
D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000972:Antineoplastic Agents, Phytogenic; D005663:Furans; D013141:Spiro Compounds; C545739:crassalactone D; C039281:furan