Tetrahedron Letters p. 1707 - 1710 (1984)
Update date:2022-07-29
Topics:
Bestmann, Hans Juergen
Luetke, Harry
Monoacetals of ο,ο'-dialdehydes 3 are converted (Z)-stereospecifically into (Z)-unsaturated ο-acetal-carboxylic-acids 5 and 12, respectively.Replacement of the hydroxylic group by the ylid function, followed by acetal cleavage and an intramolecular (E)-stereospecific Wittig reaction yields (E,Z)-cyclodienones 10 and 14, respectively.Subsequent reduction of 14 affords civetone 15.
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Doi:10.1002/hc.20211
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(1963)Doi:10.1016/S0040-4039(01)81293-4
(1984)Doi:10.1246/bcsj.34.1648
(1961)Doi:10.1021/ja067084h
(2006)Doi:10.1016/j.saa.2012.08.048
(2012)
