180866-29-9Relevant academic research and scientific papers
Total synthesis of the antimitotic marine natural product (+)-curacin A
Wipf, Peter,Xu, Wenjing
, p. 6556 - 6562 (2007/10/03)
The structurally novel antimitotic agent curacin A was prepared in 15 steps and in 2.6% yield for the longest linear sequence. Key steps in our synthesis are the use of a hydrozirconation-transmetalation protocol for the preparation of divinyl alcohol 8, the stereoselective formation of the acyclic triene segment 11 via enol triflate chemistry, and a second hydrozirconation of the conjugated triene followed by an isocyanide insertion. For the preparation of the heterocyclic moiety of curacin A, the oxazoline → thiazoline conversion offered an efficient access to the sensitive marine natural product.
