Chapelat Julien, Buss Axel, Chougnet Antoinette, Woggon Wolf-D
Department of Chemistry, University of Basel, Basel, Switzerland.
Org Lett. 2008 Nov 20;10(22):5123-6. doi: 10.1021/ol8019583. Epub 2008 Oct 21.
A diastereoselective synthesis of alpha-tocopherol 1 (93% de) was achieved via two key steps, (i) a highly diastereoselective Shi epoxidation of a trisubstituted alkene and (ii) an acid supported, "anti-Baldwin" epoxide ring opening under inversion of configuration leading to the 6-membered chromanol ring.
通过两个关键步骤实现了α-生育酚1的非对映选择性合成（非对映体过量93%），（i）三取代烯烃的高度非对映选择性施氏环氧化反应，以及（ii）在构型翻转下酸促进的“反鲍德温”环氧开环反应，生成六元色满醇环。
