Cobalt-Catalyzed Enantio- and Diastereoselective Intramolecular Hydroacylation of Trisubstituted Alkenes

Angewandte Chemie
Junfeng YangNaohiko Yoshikai

Abstract

Enantio- and diastereoselective synthesis of trans-2,3-disubstituted indanones is achieved by intramolecular hydroacylation of 2-alkenylbenzaldehydes bearing trisubstituted alkenyl groups under cobalt-chiral diphosphine catalysis. Notably, a high level of enantioselectivity is induced regardless of the stereochemistry (E/Z ratio) of the alkenyl group of the starting material. Deuterium-labeling experiments shed light on the productive reaction pathways of the E- and Z-isomers.

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Citations

Jun 2, 2017·Journal of the American Chemical Society·Yujing ZhouStephen L Buchwald
Nov 1, 2017·Organic & Biomolecular Chemistry·Martín J RiveiraMirta P Mischne
Sep 27, 2018·Chemistry, an Asian Journal·Eiji YamaguchiAkichika Itoh
Feb 27, 2019·Chemical Communications : Chem Comm·Deng-Yuan LiPei-Nian Liu
May 12, 2019·Angewandte Chemie·Joachim LoupLutz Ackermann
Nov 21, 2019·Organic & Biomolecular Chemistry·Alessio BaccaliniDebabrata Maiti
Jun 12, 2020·Angewandte Chemie·Andrew WhyteMark Lautens
Sep 14, 2018·Chemical Science·Junfeng YangNaohiko Yoshikai
Sep 19, 2017·Angewandte Chemie·Joachim LoupLutz Ackermann
Jul 8, 2021·Chemical Communications : Chem Comm·Yang Yang, Dong Xing
Apr 28, 2020·Journal of the American Chemical Society·Andrew WhyteMark Lautens
Dec 5, 2017·Organic Letters·Kolluru Srinivas, Chepuri V Ramana
Jun 30, 2019·The Journal of Organic Chemistry·Siyang XingMengpei Bai
Jul 25, 2019·Organic Letters·Wei DingNaohiko Yoshikai

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