Diastereo- and Enantioselective Synthesis of Borylated 3-Hydroxyoxindoles by Addition of gem-Diborylalkanes to Isatins

Autor: Zhou, Yuan, Xiong, Tong, Zhou, Li-Yan, Li, Hong-Yan, Xiao, You-Cai, Chen, Fen-Er
Zdroj: Organic Letters; January 2022, Vol. 24 Issue: 2 p791-796, 6p
Abstrakt: The catalytic asymmetric synthesis of borylated 3-hydroxyoxindoles by addition of gem-diborylalkanes to isatins is disclosed. Chiral 3-hydroxyoxindoles bearing two contiguous stereogenic centers were produced in up to >20:1 dr and 99% ee. The synthetic utility of the corresponding products is presented through several transformations of the boryl moiety. This report provides an efficient strategy to incorporate a boryl functional group toward the synthesis of 3-hydroxyoxindoles.
Databáze: Supplemental Index