Chabaud Laurent, Landais Yannick, Renaud Philippe
Laboratoire de Chimie Organique et Organométallique, Université Bordeaux-I, 351, Cours de la Libération, F-33405 Talence Cedex, France.
Org Lett. 2005 Jun 23;7(13):2587-90. doi: 10.1021/ol050713s.
[reaction: see text] Total synthesis of hyacinthacine A(1) and its epimer at C3 is described. The synthesis includes a stereocontrolled carboazidation of a chiral allylsilane as a key step. C-Si bond oxidation and reduction of the azide, with ring-closure, complete the total synthesis, which establishes the absolute configuration of 3.
[反应:见正文] 描述了风信子碱A(1)及其C3差向异构体的全合成。该合成以手性烯丙基硅烷的立体控制碳叠氮化反应为关键步骤。C-Si键氧化和叠氮还原并成环,完成了全合成,确定了C3的绝对构型。