Asymmetric synthesis of the spirocyclic core of the cylindricine-type alkaloids

Von Oppolzer, Wolfgang; Bochet, Christian

doi:10.1016/s0957-4166(00)00447-x

Scientific article

English

Asymmetric synthesis of the spirocyclic core of the cylindricine-type alkaloids

Contributors

Von Oppolzer, Wolfgang; Bochet, Christian

Published in

Tetrahedron: asymmetry, vol. 11, no. 23, p. 4761-4770

Publication date

2000-12-01

First online date

2001-01-26

Abstract

Marine alkaloids from the cylindricine and lepadiformine families possess an interesting spirotricyclic skeleton. An intramolecular nitrone/olefin 1,3-dipolar cycloaddition has been used to form their spirocyclic 1-azaspiro[4.5]decane core in a regio- and stereoselective fashion. The cyclization precursor can be easily accessed using the asymmetric electrophilic hydroxyamination of enolate.

UNIGE affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Citation (ISO format)

VON OPPOLZER, Wolfgang, BOCHET, Christian. Asymmetric synthesis of the spirocyclic core of the cylindricine-type alkaloids. In: Tetrahedron: asymmetry, 2000, vol. 11, n° 23, p. 4761–4770. doi: 10.1016/s0957-4166(00)00447-x

Article (Published version)

Identifiers

PID : unige:155657
DOI : 10.1016/s0957-4166(00)00447-x

Additional URL for this publication

https://linkinghub.elsevier.com/retrieve/pii/S095741660000447X

Journal ISSN

0957-4166

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13/10/2021 12:21:00

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10/06/2025 21:43:31

Asymmetric synthesis of the spirocyclic core of the cylindricine-type alkaloids

Contributors

Published in

Publication date

First online date

Abstract

UNIGE affiliation entities

Citation (ISO format)

Main files (1)

Identifiers

Additional URL for this publication

Journal ISSN

Technical informations

Creation

First validation

Update

Status update

Last indexation