179618-59-8Relevant articles and documents
Asymmetric total synthesis of curacin A
Onoda, Toshihiko,Shirai, Ryuichi,Koiso, Yukiko,Iwasaki, Shigeo
, p. 4397 - 4400 (1996)
Curacin A (1), a novel antimitotic agent, was synthesized in a highly stereo-controlled manner. The key steps were (1) an asymmetric allylation using a chiral allyltitanium reagent and a double-asymmetric Simmons-Smith cyclopropanation to introduce three chiral centers, (2) Wittig and Wittig- Horner reactions to construct the C(3-4) and C(7-10) alkenes, and (3) a direct conversion of the thiazolidine to the thiazoline.