Acta Crystallographica Section C

Crystal Structure Communications

Volume 57, Part 11 (November 2001)

Acta Cryst. (2001). C57, 1316-1318 [doi:10.1107/S0108270101013336]

Key tricyclic synthetic intermediates for the preparation of the sesquiterpenes - and -cedrene

A. R. Kennedy, W. J. Kerr, M. McLaughlin and P. L. Pauson

Abstract: A completely novel and direct route towards the synthesis of the natural sesquiterpenes [alpha] -cedrene and [beta] -cedrene delivered the compounds (3 [beta] ,3a [beta] ,7 [beta] )-(±)-6,6-ethylenedioxy-3,8,8-trimethyl-2,3,3a,4,5,6,7,8-octahydro-3a,7-methanoazulen-2-one, C₁₆H₂₂O₃, and (3 [beta] ,3a [beta] ,7 [beta] ,8a [alpha] )-(±)-6,6-ethylenedioxy-3,8,8-trimethyl-1,2,3,3a,4,5,6,7,8,8a-decahydro-3a,7-methanoazulen-2-one, C₁₆H₂₄O₃, at key stages of the preparative programme. Structural elucidation showed the latter compound to have added an H atom to the same face of the cyclopentenone ring as that occupied by the methyl substituent, and also allowed correct isomer identification for further reaction.

Formula: C₁₆H₂₂O₃ and C₁₆H₂₄O₃

Online 13 November 2001


	Structure factor file (CIF format) (133.6 kbytes) Contains datablock IIIa

	Structure factor file (CIF format) (82.1 kbytes) Contains datablock IV

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