91078-09-0Relevant articles and documents
SYNTHESIS OF (+/-)-PHASEOLLIN; A PROTECTIVE SEQUENCE FOR CHROMEN DOUBLE BONDS
Thomas, Phillip,Whiting, Donald A.
, p. 1099 - 1102 (1984)
(+/)-Phaseollin, an important phytoalexin, has been synthesised, using as key step thallium III induced rearrangement of chromenochalcone (6) and proceeding via (8).The chromene double bond can be efficiently protected from thalliation by regioselective radical addition of thiophenol.An alternative route to phaseollin is given, through (12)-(14)-(1), with regeneration of the double bond by pyrolysis of the sulphoxide of (15).