Marvin Christopher C, Clemens Alexander J L, Burke Steven D
Department of Chemistry, University of Wisconsin--Madison, 1101 University Avenue, Madison, Wisconsin 53706-1322, USA.
Org Lett. 2007 Dec 20;9(26):5353-6. doi: 10.1021/ol7021214. Epub 2007 Nov 30.
Total synthesis of thromboxane B2 using intermolecular ketalization followed by ring-closing metathesis is reported. Other key steps include a Sharpless asymmetric epoxidation to form an oxirane on the endo face of the bicyclic acetal, epoxide opening using lithioacetonitrile, an allylic alcohol 1,3-transposition, and Mitsunobu lactonization.
报道了通过分子间缩酮化反应然后进行闭环复分解反应全合成血栓素B2的方法。其他关键步骤包括Sharpless不对称环氧化反应,在双环缩醛的内表面形成环氧乙烷,使用锂化乙腈开环氧化合物,烯丙醇的1,3-迁移,以及光延内酯化反应。