Towards the total synthesis of keramaphidin B.

Jakubec, Pavol; Farley, Alistair J M; Dixon, Darren J

Jakubec, Pavol; Farley, Alistair J M; Dixon, Darren J.

Afiliação

Jakubec P; Department of Chemistry, Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA, United Kingdom.
Farley AJ; Department of Chemistry, Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA, United Kingdom.
Dixon DJ; Department of Chemistry, Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA, United Kingdom.

Beilstein J Org Chem ; 12: 1096-100, 2016.

Article em En | MEDLINE | ID: mdl-27340496

ABSTRACT

ABSTRACT

The enantio- and diastereoselective Michael addition of a Î´-valerolactone-derived pronucleophile to a substituted furanyl nitroolefin catalysed by a bifunctional cinchonine-derived thiourea has been used as the key stereocontrolling step in a new synthetic strategy to the heavily functionalised piperidine core of keramaphidin B.

Palavras-chave

bifunctional organocatalyst; enantioselective Michael addition; keramaphidin B; nitro-Mannich lactamisation cascade

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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2016 Tipo de documento: Article

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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2016 Tipo de documento: Article