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Novel Synthesis of Trisubstituted Olefins for the Preparation of the C16-C30 Fragment of Dolabelide C

Novel Synthesis of Trisubstituted Olefins for the Preparation of the C16-C30 Fragment of Dolabelide C

Alexander F Tiniakos, Stéphane Wittmann, Alexandre Audic, Joëlle Prunet

Org Lett. 2019 Feb 1;21(3):589-592.

PMID: 30589270

Abstract:

A silicon-tether ring-closing metathesis strategy is reported for the synthesis of trisubstituted olefins flanked by allylic or homoallylic alcohols, which are difficult to obtain by classical ring-closing or cross-metathesis reactions. In addition, a novel Peterson olefination reaction has been developed for the preparation of the allyldimethylsilane precursors, which are versatile synthetic intermediates. This method was then applied to the synthesis of the C16-C30 fragment of dolabelide C.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP1113128	Diallyldimethylsilane		1113-12-8	Price

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