Synthesis and application of chiral beta-amino disulfides as ligands for the enantioselective addition of diethylzinc to aldehydes


Autoria(s): BRAGA, Antonio L.; GALETTO, Fabio Z.; RODRIGUES, Oscar E. D.; SILVEIRA, Claudio C.; PAIXAO, Marcio W.
Contribuinte(s)

UNIVERSIDADE DE SÃO PAULO

Data(s)

20/10/2012

20/10/2012

2008

Resumo

A new class of chiral beta-amino disulfides was synthesized from readily available and inexpensive starting materials by a straightforward method and their abilities as ligands were examined in the enantioselective addition of diethylzinc to aldehydes. Enantiomeric excesses of up to 99% have been obtained using 0.5 mol % of the chiral catalysts.

Identificador

CHIRALITY, v.20, n.7, p.839-845, 2008

0899-0042

http://producao.usp.br/handle/BDPI/31556

10.1002/chir.20554

http://dx.doi.org/10.1002/chir.20554

Idioma(s)

eng

Publicador

WILEY-LISS

Relação

Chirality

Direitos

restrictedAccess

Copyright WILEY-LISS

Palavras-Chave #asymmetric catalysis #chiral ligands #thiols #sulfur #zinc #ASYMMETRIC ALLYLIC ALKYLATION #ORGANOZINC REAGENTS #CARBONYL-COMPOUNDS #ARYL TRANSFER #ORGANOSELENIUM COMPOUNDS #ALKYLLITHIUM REAGENTS #PROPARGYLIC ALCOHOLS #EPHEDRA ALKALOIDS #SULFIDE LIGANDS #BORONIC ACIDS #Chemistry, Medicinal #Chemistry, Analytical #Chemistry, Organic #Pharmacology & Pharmacy
Tipo

article

original article

publishedVersion