Lejkowski Michal, Banerjee Prabal, Runsink Jan, Gais Hans-Joachim
Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany.
Org Lett. 2008 Jul 3;10(13):2713-6. doi: 10.1021/ol800854s. Epub 2008 May 31.
A modular asymmetric synthesis of spiroketal, spiroether, and oxabicycle building blocks is described based on the spiro- and bicycloannulation of alpha-hydroxy dihydropyrans, which were obtained from sulfoximine-substituted homoallylic alcohols. Key steps of the syntheses are stereoselective Ferrier-type O- and C-glycosidation, ring-closing metathesis, and stereoselective Prins cyclization.
基于从亚砜亚胺取代的高烯丙醇获得的α-羟基二氢吡喃的螺环化和双环化反应，描述了一种螺缩酮、螺醚和氧杂双环结构单元的模块化不对称合成方法。该合成方法的关键步骤包括立体选择性的费里尔型O-和C-糖苷化反应、关环复分解反应以及立体选择性的普林斯环化反应。
