A regio- and stereoselective synthesis of the tertiary chloride 7 is described, involving the Lewis acid catalysed addition of the allyl chloride 6 to isobutene as a key step. Acid catalysed cyclisation of 7 yields the damasconoid compounds 12–15.
HEILMANN, WERNER;AZIZUR-RAHMAN;BAUML, ENGLBERT;MAYR, HERBERT, TETRAHEDRON., 44,(1988) N 19, C. 6047-6054
作者:HEILMANN, WERNER、AZIZUR-RAHMAN、BAUML, ENGLBERT、MAYR, HERBERT
DOI:——
日期:——
Vitispiranes, Important Constitutents of Vanilla Aroma
作者:Karl H. Schulte-Elte、Fritz Gautschi、Walter Renold、Arnold Hauser、Peter Fankhauser、Josef Limacher、G�nther Ohloff
DOI:10.1002/hlca.19780610326
日期:1978.4.19
The preparation of the vitispiranes 9 and 10, identified among the volatiles of vanilla, from the theaspiranes 1 and 2via the intermediates 4 and 5 and the allyl alcohols 7 and 8, respectively, is described. The theaspiranes 1 and 2 can be obtained from the compounds 11–15 or 24–26.