Expanding cyclitol structural diversity by biocatalysis and metalocatalysis. A click chemistry approach


Autoria(s): SOVERA, Victoria de la; BELLOMO, Ana; PENA, Jesus M.; GONZALEZ, David; STEFANI, Helio A.
Contribuinte(s)

UNIVERSIDADE DE SÃO PAULO

Data(s)

19/10/2012

19/10/2012

2011

Resumo

The palladium catalyzed cross-coupling reaction of phenyltrifluoroborate with a chemoenzymatically derived bromoazidoconduritol, combined with 1,3-dipolar cycloaddition, with a variety of alkynes is described. Fourteen new compounds were synthesized in moderate to good yields. The click chemistry reaction can be effected by using sodium ascorbate and CuSO(4) center dot 5H(2)O as catalyst in toluene-H(2)O at room temperature.

FAPESP[07/59404-2]

CNPq[300613/2007-5]

ANII[FCE252-2009]

Identificador

MOLECULAR DIVERSITY, v.15, n.1, Special Issue, p.163-172, 2011

1381-1991

http://producao.usp.br/handle/BDPI/19655

10.1007/s11030-010-9237-6

http://dx.doi.org/10.1007/s11030-010-9237-6

Idioma(s)

eng

Publicador

SPRINGER

Relação

Molecular Diversity

Direitos

closedAccess

Copyright SPRINGER

Palavras-Chave #Organotrifloroborates #Suzuki-Miyaura #Click chemistry #Chemoenzymatic synthesis #AZIDE CYCLOADDITION REACTIONS #HUISGEN CYCLOADDITION #DERIVATIVES #LIGATION #ALKYNES #Biochemistry & Molecular Biology #Chemistry, Applied #Chemistry, Medicinal #Chemistry, Multidisciplinary
Tipo

article

original article

publishedVersion