Syntheses via vinyl sulfones .71. Application of the Grubbs ring-closing metathesis for the construction of a macrocyclic ansa-bridge. Synthesis of the tricyclic core of roseophilin

Metalation/alkylation of the pyrrole-fused 10 pi anion 15 regiospecifically yields the beta-alkylated ketones 16,17, Conversion of 17 to diene 24 followed by Grubbs ring-closing metathesis provides 29 which is transformed to the roseophilin tricyclic core structure 5. (C) 1997 Elsevier Science Ltd.

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Bibliographic Details
Published inTetrahedron letters Vol. 38; no. 15; pp. 2601 - 2604
Main Authors Kim, SH, Figueroa, Fuchs, PL
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 14.04.1997
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
SYSTEM
REAGENTS
ALKYLATION
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Summary:Metalation/alkylation of the pyrrole-fused 10 pi anion 15 regiospecifically yields the beta-alkylated ketones 16,17, Conversion of 17 to diene 24 followed by Grubbs ring-closing metathesis provides 29 which is transformed to the roseophilin tricyclic core structure 5. (C) 1997 Elsevier Science Ltd.
ISSN:0040-4039
DOI:10.1016/S0040-4039(97)00424-3