Center of Bio-Medical Research , Division of Molecular Synthesis & Drug Discovery , SGPGIMS Campus, Raebareli Road , Lucknow 226014 , Uttar Pradesh , India.
BBAU , Department of Applied Chemistry , Vidya Vihar, Raebareli Road , Lucknow 226025 , Uttar Pradesh , India.
Org Lett. 2019 Aug 16;21(16):6476-6480. doi: 10.1021/acs.orglett.9b02347. Epub 2019 Aug 2.
A double-fold ortho and remote C-H borylation of BINOL is described. The proposed mechanisms involved electrostatically and sterically directed ortho and remote C-H activation processes, respectively. While Beg (eg = ethylene glycolate) directs the C-H activation at ortho positions, a combination of HBpin and Bpin activates remote C-H bonds. The strategy was combined with Suzuki arylation as a one-pot protocol for the rapid synthesis of BINOL derivatives with retention of chirality.
本文描述了 BINOL 的双折叠邻位和远程 C-H 硼化反应。所提出的机制分别涉及静电和空间位阻导向的邻位和远程 C-H 活化过程。虽然 Beg（eg = 乙二酸）引导 C-H 在邻位活化，但 HBpin 和 Bpin 的组合可激活远程 C-H 键。该策略与 Suzuki 芳基化反应相结合，作为一种快速合成手性保留的 BINOL 衍生物的一锅法协议。
