A Tetrahydropentaleno[1,6a-a]naphthalen-4(2H)-one of Defined Relative Stereochemistry for Use Towards Agariblazeispirol C

Kennedy, A.R., Kerr, W.J., Paterson, L.C. and Sutherland, A. (2010) A Tetrahydropentaleno[1,6a-a]naphthalen-4(2H)-one of Defined Relative Stereochemistry for Use Towards Agariblazeispirol C. Acta Crystallographica. Section D: Biological Crystallography, 66(9), 0473-0474. (doi: 10.1107/S0108270110031781)

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Abstract

Towards the synthesis of the novel natural product Agariblazeispirol C, (5aR*,11bR*)-9-methoxy-3,8,11b-trimethyl-5,6,7,11b-tetrahydro-1H-pentaleno[1,6a-a]naphthalen-4(2H)-one, C20H24O2, has been prepared at a key stage of the preparative programme. The structure shows the desired stereochemical outcome of the central cyclization protocol, viz. a syn-relationship between the aliphatic methyl group on the 11b-position and the methylene group on the 5a-position [C-C-C-C = -34.57 (18)degrees].

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Sutherland, Professor Andrew
Authors: Kennedy, A.R., Kerr, W.J., Paterson, L.C., and Sutherland, A.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Acta Crystallographica. Section D: Biological Crystallography
Publisher:Wiley-Blackwell Publishing, Inc.
ISSN:0907-4449
ISSN (Online):1399-0047
Published Online:01 January 2010

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