2002The Journal of Organic ChemistryRequires access

Cyclobutenbriarein A, the First Diterpene with a Tricyclo[8.4.0.03,6]tetradec-4-ene Ring System Isolated from the Gorgonian Briareum asbestinum

Noemı́ González, Jaime Rodrı́guez, Russell G. Kerr, Carlos Jiménez

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Abstract

Cyclobutenbriarein A (2), a novel class of C20-rearranged diterpene briarane possessing an unprecedented tricyclo[8.4.0.0(3,6)]tetradec-4-ene ring system was isolated, along with five new briarane diterpenoids (1 and 3-6), from the organic extracts of the Bahamian gorgonian Briareum asbestinum. The structures of these secondary metabolites were established on the basis of extensive NMR studies and accurate mass measurements (HRFABMS).

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Cyclobutenbriarein A (2), a novel class of C20-rearranged diterpene briarane possessing an unprecedented tricyclo[8.4.0.0(3,6)]tetradec-4-ene ring system was isolated, along with five new briarane diterpenoids (1 and 3-6), from the organic extracts of the Bahamian gorgonian Briareum asbestinum. The structures of these secondary metabolites were established on the basis of extensive NMR studies and accurate mass measurements (HRFABMS).

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Available abstract

Cyclobutenbriarein A (2), a novel class of C20-rearranged diterpene briarane possessing an unprecedented tricyclo[8.4.0.0(3,6)]tetradec-4-ene ring system was isolated, along with five new briarane diterpenoids (1 and 3-6), from the organic extracts of the Bahamian gorgonian Briareum asbestinum. The structures of these secondary metabolites were established on the basis of extensive NMR studies and accurate mass measurements (HRFABMS).

Key concepts: Gorgonian, Diterpene, Ene reaction, Ring (chemistry), Stereochemistry, Chemistry, Biology, Organic chemistry

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Cyclobutenbriarein A, the First Diterpene with a Tricyclo[8.4.0.03,6]tetradec-4-ene Ring System Isolated from the Gorgonian Briareum asbestinum — Research Paper | ScholarLens