School of Chemistry, University of Hyderabad, Gachibowli, Hyderabad 500 046, India.
Org Lett. 2021 May 21;23(10):3850-3853. doi: 10.1021/acs.orglett.1c00988. Epub 2021 Apr 30.
A simple and efficient strategy for the regio- and stereoselective synthesis of carbon-branched sugar derivatives is described. The successful implementation of Wittig rearrangement on substrates derived by Ferrier rearrangement of various glycals and 3--alkenyl glycals is studied extensively. A highly selective [1,2]- or [2,3]-Wittig rearrangement is revealed that provides a novel class of stereodefined 3--branched glycals and -glycosides, which are otherwise difficult to obtain.
描述了一种用于碳支糖衍生物区域和立体选择性合成的简单高效策略。广泛研究了通过各种糖醛和 3--烯基糖醛的 Ferrier 重排衍生的底物上的Wittig 重排的成功实施。揭示了高度选择性的[1,2]-或[2,3]-Wittig 重排，提供了一类新型的立体定义的 3--支链糖醛和 -糖苷，否则难以获得。
