BROWSE

Related Scientist

cchf's photo.

cchf
분자활성촉매반응연구단
more info

ITEM VIEW & DOWNLOAD

Enantioselective Aziridination of Unactivated Terminal Alkenes Using a Planar Chiral Rh(III) Indenyl Catalyst

Cited 0 time in webofscience Cited 0 time in scopus
65 Viewed 0 Downloaded
Title
Enantioselective Aziridination of Unactivated Terminal Alkenes Using a Planar Chiral Rh(III) Indenyl Catalyst
Author(s)
Gross, Patrick; Hoyoung Im; Laws, David; Bohyun Park; Mu-Hyun Baik; Blakey, Simon B.
Publication Date
2024-01
Journal
Journal of the American Chemical Society, v.146, no.2, pp.1447 - 1454
Publisher
American Chemical Society
Abstract
Chiral aziridines are important structural motifs found in natural products and various target molecules. They serve as versatile building blocks for the synthesis of chiral amines. While advances in catalyst design have enabled robust methods for enantioselective aziridination of activated olefins, simple and abundant alkyl-substituted olefins pose a significant challenge. In this work, we introduce a novel approach utilizing a planar chiral rhodium indenyl catalyst to facilitate the enantioselective aziridination of unactivated alkenes. This transformation exhibits a remarkable degree of functional group tolerance and displays excellent chemoselectivity favoring unactivated alkenes over their activated counterparts, delivering a wide range of enantioenriched high-value chiral aziridines. Computational studies unveil a stepwise aziridination mechanism in which alkene migratory insertion plays a central role. This process results in the formation of a strained four-membered metallacycle and serves as both the enantio- and rate-determining steps in the overall reaction. © 2024 The Authors. Published by American Chemical Society.
URI
https://pr.ibs.re.kr/handle/8788114/14767
DOI
10.1021/jacs.3c10637
ISSN
0002-7863
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > 1. Journal Papers (저널논문)
Files in This Item:
There are no files associated with this item.

qrcode

  • facebook

    twitter

  • Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.
해당 아이템을 이메일로 공유하기 원하시면 인증을 거치시기 바랍니다.

Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.

Browse