82538-75-8Relevant articles and documents
AN ELEGANT SYNTHESIS OF SOME NATURALLY OCCURRING LINEAR ACETYLCHROMENES: EUPATORIOCHROMENE, METHYLEUPATORIOCHROMENE (ENCECALIN); EVODIONOL AND METHYLEVODIONOL
Ahluwalia, V. K.,Prakash, Chandra,Gupta, Ranjna
, p. 609 - 611 (2007/10/02)
An elegant synthesis of linear acetylchromenes, viz eupatoriochromene, methyleupatoriochromene (encecalin), evodionol and methylevodionol, has been achieved by blocking the reactive position C-3 of the appropriate ketones with an iodo group, prenylation with 3-chloro-3-methylbut-1-yne and subsequent cyclisation.Regiospecific introduction of C-prenyl group in the less reactive position C-5 has been achieved by the reaction of the appropriate 3-iodo ketones with 2-methylbut-3-en-2-ol.The 5-prenyl ketones are also essential intermediates for the synthesis of linear acetylchromenes.