Structural studies of some serrulatane diterpenes

Sydney R. Hall, Colin L. Raston, Brian W. Skelton, Allan H. White

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

The crystal structures of methyl (15S)-7,8,16-trihydroxyserrulatan-19-oate (1) and 2,7,8,20-tetrahydroxyserrulat-14-ene (2) have been established by single crystal X-ray diffraction techniques at 295 K, being refined by least squares to residuals of 0.046 and 0.053 for 1 153 and 1 513 ' observed ' reflections respectively. Crystals of (1) are orthorhombic, P212 121, a = 21.78(2), b = 18.42(2), c = 5.101 (3) Å, Z = 4 while those of (2) are monoclinic, C2, a = 14.96(1), b = 12.315(6), c = 21.75(1) Å, β = 107.21(5)°, Z = 8. As well as establishing total relative stereochemistry in (1), an interesting intramolecular hydrogen-bonding system is observed, together with an alicyclic ring conformation differing from that found in the previously studied dihydroxyserrulatic acid (3). In (2), the two independent molecules of the asymmetric unit have different conformations, corresponding broadly to those of(1) and (3).

Original languageEnglish
Pages (from-to)1467-1472
Number of pages6
JournalJournal of the Chemical Society, Perkin Transactions 2
Issue number11
Publication statusPublished - 1981
Externally publishedYes

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