Chemoselectivity and stereoselectivity of cyclisation pathways leading to bicyclic tetramates controlled by ring-chain tautomerisation in thiazolidines.

Panduwawala, Tharindi D; Iqbal, Sarosh; Tirfoin, Rémi; Moloney, Mark G

Panduwawala, Tharindi D; Iqbal, Sarosh; Tirfoin, Rémi; Moloney, Mark G.

Afiliação

Panduwawala TD; Department of Chemistry, Chemistry Research Laboratory, The University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA, UK. mark.moloney@chem.ox.ac.uk.
Iqbal S; Department of Chemistry, Chemistry Research Laboratory, The University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA, UK. mark.moloney@chem.ox.ac.uk.
Tirfoin R; Department of Chemistry, Chemistry Research Laboratory, The University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA, UK. mark.moloney@chem.ox.ac.uk.
Moloney MG; Department of Chemistry, Chemistry Research Laboratory, The University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA, UK. mark.moloney@chem.ox.ac.uk.

Org Biomol Chem ; 14(19): 4464-78, 2016 May 11.

Article em En | MEDLINE | ID: mdl-27089842

ABSTRACT

ABSTRACT

Chemoselective Dieckmann cyclisation reactions on N-malonyl thiazolidine templates derived from cysteine and pivaldehyde or aromatic aldehydes may be used to access bicyclic tetramates, for which different pathways operate as a result of differing ring-chain tautomeric behaviour of the respective intermediate imines.

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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Org Biomol Chem Assunto da revista: BIOQUIMICA / QUIMICA Ano de publicação: 2016 Tipo de documento: Article País de afiliação: Reino Unido

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