Open AccessNi-Catalyzed Oxygen Transfer from N2O onto sp3-Hybridized Carbons
Author(s) -
Shengyang Ni,
Franck Le Vaillant,
Ana Mateos Calbet,
Rubén Martı́n,
Josep Cornellà
Publication year - 2022
Publication title -
journal of the american chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 7.115
H-Index - 612
eISSN - 1520-5126
pISSN - 0002-7863
DOI - 10.1021/jacs.2c06227
Subject(s) - chemistry , catalysis , reagent , substrate (aquarium) , oxygen , enantioselective synthesis , combinatorial chemistry , organic chemistry , oceanography , geology
Herein we disclose a catalytic synthesis of cycloalkanols that harnesses the potential of N 2 O as an oxygen transfer agent onto sp 3 -hybridized carbons. The protocol is distinguished by its mild conditions and wide substrate scope, thus offering an opportunity to access carbocyclic compounds from simple precursors even in an enantioselective manner. Preliminary mechanistic studies suggest that the oxygen insertion event occurs at an alkylnickel species and that N 2 O is the O transfer reagent.