Smith Amos B, Kim Dae-Shik
Department of Chemistry, Monell Chemical Senses Center and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, PA 19104, USA.
J Org Chem. 2006 Mar 31;71(7):2547-57. doi: 10.1021/jo052314g.
N-Toluenesulfonyl aziridines comprise effective second electrophiles in the solvent controlled three-component linchpin union of silyl dithianes for the stereocontrolled convergent elaboration of protected 1,5-amino alcohols. This tactic, in conjunction with a one-flask sequential cyclization, constitutes an effective general strategy for the construction of indolizidine and related alkaloids, illustrated here with the total syntheses of (-)-indolizidine 223AB (1) and alkaloid (-)-205B (2).
N-甲苯磺酰基氮丙啶在溶剂控制的硅基二噻烷三组分关键偶联反应中作为有效的第二亲电试剂，用于立体控制地汇聚合成受保护的1,5-氨基醇。该策略与一锅法连续环化相结合，构成了构建中氮茚和相关生物碱的有效通用策略，本文通过（-）-中氮茚223AB（1）和生物碱（-）-205B（2）的全合成进行了说明。
