Solid-Phase Synthesis of Macrocyclic Systems by a Cyclorelease Strategy: Application of the Stille Coupling to a Synthesis of (S)-Zearalenone

Nicolaou, K. C.; Winssinger, Nicolas; Pastor, Joaquin; Murphy, Fiona

doi:10.1002/(SICI)1521-3773(19981002)37:18<2534::AID-ANIE2534>3.0.CO;2-F

Scientific article

English

Solid-Phase Synthesis of Macrocyclic Systems by a Cyclorelease Strategy: Application of the Stille Coupling to a Synthesis of (S)-Zearalenone

ContributorsNicolaou, K. C.; Winssinger, Nicolas

; Pastor, Joaquin; Murphy, Fiona

Published inAngewandte Chemie, vol. 37, no. 18, p. 2534-2537

Publication date1998

Abstract

No heteroatom required! In many solid-phase syntheses, after the release from the polymer support a heteroatom (e.g. O, S, N) remains in the substrate as a residue of a linking protecting group. With polymer-bound tin reagents cleavage and cyclization of the substrate with C–C bond formation (see picture) can now be achieved by intramolecular Stille coupling. S=substrate.

Keywords

Cyclizations
Natural products
Solid-phase synthesis
Stille coupling
Synthetic methods

Affiliation entities

Not a UNIGE publication

Citation (ISO format)

NICOLAOU, K. C. et al. Solid-Phase Synthesis of Macrocyclic Systems by a Cyclorelease Strategy: Application of the Stille Coupling to a Synthesis of (S)-Zearalenone. In: Angewandte Chemie, 1998, vol. 37, n° 18, p. 2534–2537. doi: 10.1002/(SICI)1521-3773(19981002)37:18<2534::AID-ANIE2534>3.0.CO;2-F

Article (Published version)

Identifiers

PID : unige:24497
DOI : 10.1002/(SICI)1521-3773(19981002)37:18<2534::AID-ANIE2534>3.0.CO;2-F

Journal ISSN1433-7851

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Solid-Phase Synthesis of Macrocyclic Systems by a Cyclorelease Strategy: Application of the Stille Coupling to a Synthesis of (S)-Zearalenone

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