Approach to the Synthesis of Briarane Diterpenes through a Dianionic Claisen Rearrangement and Ring-Closing Metathesis

The synthesis of the briarane–brianthein A core has been accomplished utilizing an extension of the dianionic Ireland–Claisen rearrangement to establish the C1 quaternary carbon and the adjacent C10 ring juncture stereocenters. Two sequential ring-closing metathesis reactions were exploited to const...

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Veröffentlicht in:	Organic letters 2017-07, Vol.19 (14), p.3907-3910
Hauptverfasser:	Crimmins, Michael T, Zhang, Yan, Williams, Philip S
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Sprache:	eng
Schlagworte:	Carbon Diterpenes - chemistry Molecular Structure Stereoisomerism
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description	The synthesis of the briarane–brianthein A core has been accomplished utilizing an extension of the dianionic Ireland–Claisen rearrangement to establish the C1 quaternary carbon and the adjacent C10 ring juncture stereocenters. Two sequential ring-closing metathesis reactions were exploited to construct the 6–10 trans fused ring system.
doi_str_mv	10.1021/acs.orglett.7b01806
format	Article
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subjects	Carbon Diterpenes - chemistry Molecular Structure Stereoisomerism
title	Approach to the Synthesis of Briarane Diterpenes through a Dianionic Claisen Rearrangement and Ring-Closing Metathesis
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