Chemoenzymatic and enantiodivergent routes to 1,2-ring-fused bicyclo[2.2.2]octane and related tricyclic frameworks

Kerrie A.B. Austin; Jon D. Elsworth; Martin G. Banwell; Anthony C. Willis

doi:10.1039/b921600f

Chemoenzymatic and enantiodivergent routes to 1,2-ring-fused bicyclo[2.2.2]octane and related tricyclic frameworks

Kerrie A.B. Austin, Jon D. Elsworth, Martin G. Banwell, Anthony C. Willis

Research output: Contribution to journal › Article › peer-review

29 Citations (Scopus)

Abstract

New and simple protocols are described for the conversion of the enzymatically-derived and enantiomerically pure cis-1,2-dihydrocatechol 7 (X = I) and its 6-methylated derivative into either antipodal form of compounds embodying the tricyclic frameworks of terpenoids 1-6. Key steps include intramolecular Diels-Alder (IMDA) and (in some cases) singlet or triplet-based photochemical processes.

Original language	English
Pages (from-to)	751-754
Number of pages	4
Journal	Organic and Biomolecular Chemistry
Volume	8
Issue number	4
DOIs	https://doi.org/10.1039/b921600f
Publication status	Published - 2010

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abstract = "New and simple protocols are described for the conversion of the enzymatically-derived and enantiomerically pure cis-1,2-dihydrocatechol 7 (X = I) and its 6-methylated derivative into either antipodal form of compounds embodying the tricyclic frameworks of terpenoids 1-6. Key steps include intramolecular Diels-Alder (IMDA) and (in some cases) singlet or triplet-based photochemical processes.",

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AU - Banwell, Martin G.

AU - Willis, Anthony C.

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AB - New and simple protocols are described for the conversion of the enzymatically-derived and enantiomerically pure cis-1,2-dihydrocatechol 7 (X = I) and its 6-methylated derivative into either antipodal form of compounds embodying the tricyclic frameworks of terpenoids 1-6. Key steps include intramolecular Diels-Alder (IMDA) and (in some cases) singlet or triplet-based photochemical processes.

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Chemoenzymatic and enantiodivergent routes to 1,2-ring-fused bicyclo[2.2.2]octane and related tricyclic frameworks

Abstract

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