Ring Contraction of 1,2-Dihydronaphthalenes Promoted by Thallium(III) in Acetonitrile: A Diastereoselective Approach to Indanes


Autoria(s): FERRAZ, Helena M. C.; CARNEIRO, Vania M. T.; SILVA JR., Luiz F.
Contribuinte(s)

UNIVERSIDADE DE SÃO PAULO

Data(s)

20/10/2012

20/10/2012

2009

Resumo

trans-1,3-Disubstituted indanes are conveniently accessed by a stereoselective ring contraction of 1,2-dihydronaphthalenes upon treatment with thallium(III) nitrate (TTN) in acetonitrile. Under these conditions, the oxidative rearrangement of either di- or trisubstituted double bonds is possible.

FAPESP

Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)

CNPq

Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)

Identificador

SYNTHESIS-STUTTGART, n.3, p.385-388, 2009

0039-7881

http://producao.usp.br/handle/BDPI/31527

10.1055/s-0028-1083308

http://dx.doi.org/10.1055/s-0028-1083308

Idioma(s)

eng

Publicador

GEORG THIEME VERLAG KG

Relação

Synthesis-stuttgart

Direitos

closedAccess

Copyright GEORG THIEME VERLAG KG

Palavras-Chave #thallium(III) nitrate #carbocycles #indanes #ring contractions #oxidative rearrangements #ASYMMETRIC-SYNTHESIS #CONJUGATE ADDITION #OXIDATION #STEREOCHEMISTRY #REARRANGEMENT #ALDEHYDES #INDANONES #KETONES #NITRATE #ETHERS #Chemistry, Organic
Tipo

article

original article

publishedVersion