75227-11-1Relevant articles and documents
Synthesis of bisabolane sesquiterpenes: A Johnson-Claisen rearrangement approach
Du, Zhen Ting,Yu, Hong Rui,Xu, Yan,Li, Yong,Li, An Pai
scheme or table, p. 813 - 815 (2011/11/12)
Several bisabolane sesquiterpenes, (±)-curcumene, (±)-curcuphenol, (±)-curcudiol and (±)-curcuhydroquinone, have been synthesized in racemic form and fully characterized. The salient characteristic of our approach is that a Johnson-Claisen arrangement was
A New Synthesis of (+/-)-5,6-Dehydrosenedigitalene
Vig, O. P.,Sharma, M. L.,Verma, N. K.
, p. 384 - 385 (2007/10/02)
Ethyl 2-carbethoxy-5-oxohexanoate (II) on heating with NaCl in DMSO-water mixture gives the monoester (III) which when submitted to selective Grignard reaction with p-tolylmagnesium bromide furnishes ethyl 5-hydroxy-5-(p-tolyl)hexanoate (IV).The benzylic alcohol (IV) on catalytic hydrogenolysis gives ethyl 5-(p-tolyl)hexanoate (V) which on reduction with LAH provides the alcohol (VI).Oxidation of VI with Corey's reagent furnishes the aldehyde (VII) which on Wittig reaction with methylenetriphenylphosphorane in DMSO yields the title compound (I).