Crimmins Michael T, Christie Hamish S, Chaudhary Kleem, Long Alan
Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599-3290, USA.
J Am Chem Soc. 2005 Oct 12;127(40):13810-2. doi: 10.1021/ja0549289.
An efficient, enantioselective synthesis of apoptolidinone has been completed, demonstrating the versatility of thiazolidinethione auxiliaries. Three propionate aldol additions and two asymmetric glycolate alkylations function to establish 8 of the 12 stereogenic carbon centers. A cross-metathesis reaction is utilized to assemble the C1-C10 trieneoate fragment and the C11-C28 polypropionate region of the molecule.
已完成对凋亡诱导素酮的高效对映选择性合成，证明了噻唑烷硫酮助剂的多功能性。三次丙酸酯羟醛加成反应和两次不对称乙醇酸烷基化反应用于构建12个手性碳中心中的8个。利用交叉复分解反应组装分子的C1-C10三烯酸酯片段和C11-C28多丙酸酯区域。
