Stereoselective Synthesis Of Aryl Cyclopentene Scaffolds By Heck-matsuda Desymmetrization Of 3-cyclopentenol.


Autoria(s): Angnes, Ricardo A; Oliveira, Juliana M; Oliveira, Caio C; Martins, Nelson C; Correia, Carlos Roque D
Contribuinte(s)

UNIVERSIDADE DE ESTADUAL DE CAMPINAS

Data(s)

01/10/2014

27/11/2015

27/11/2015

Resumo

A new enantioselective Heck-Matsuda desymmetrization reaction was accomplished by using 3-cyclopentenol to produce chiral five-membered 4-aryl cyclopentenol scaffolds in good yields and high ee's, together with some 3-aryl-cyclopentanones as minor products. Mechanistically, the hydroxyl group of 3-cyclopentenol acts as a directing group and is responsible for the cis- arrangement in the formation of the 4-aryl-cyclopentenols.

20

13117-21

Identificador

Chemistry (weinheim An Der Bergstrasse, Germany). v. 20, n. 41, p. 13117-21, 2014-Oct.

1521-3765

10.1002/chem.201404159

http://www.ncbi.nlm.nih.gov/pubmed/25155478

http://repositorio.unicamp.br/jspui/handle/REPOSIP/201658

25155478

Idioma(s)

eng

Relação

Chemistry (weinheim An Der Bergstrasse, Germany)

Chemistry

Direitos

fechado

© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Fonte

PubMed

Palavras-Chave #Heck Reaction #Aryldiazonium Salts #Chiral N,n Ligands #Desymmetrization #Palladium
Tipo

Artigo de periódico