Hydroesterification and difunctionalization of olefins with N-hydroxyphthalimide esters.
ACS Catal
; 11(21): 13714-13720, 2021 Nov 05.
Article
em En
| MEDLINE
| ID: mdl-35982833
ABSTRACT
Irradiation of aryl esters of N-hydroxyphthalimides in the presence of unactivated olefins promotes a mild and regioselective hydroesterification. Optimal results are obtained with the aid of fac-Ir(dFppy)3 in CH2Cl2. Terminal and 1,1-disubstituted olefins provide primary esters, and trisubstituted olefins provide secondary esters. The anti-Markovnikov selectivity is consistent with alkyl radical intermediates, which are also indicated by the formation of cyclized products from dienes. Mono-acylated diols are formed from tri- and tetrasubstituted olefins in the presence of water.
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1
Coleções:
01-internacional
Base de dados:
MEDLINE
Idioma:
En
Revista:
ACS Catal
Ano de publicação:
2021
Tipo de documento:
Article