Tetrahedron Letters p. 1763 - 1766 (1990)
Update date:2022-09-26
Topics: Dithioacetals
Chandrasekharam, Malapaka
Asokan, Chitoorthekkathil V.
Ila, Hiriyakkanavar
Junjappa, Hiriyakkanavar
A model strategy for 1,7 to 1,11 carbonyl transpositions involving 1,2 addition of sodium borohydride or Grignard reagents to polyenyl oxoketene dithioacetals 8 obtained by condensation of bis(methylthio)polyenals 1-3 with active methylene ketones, followed by borontrifluoride etherate catalyzed methanolysis of the resulting polyenyl carbinol acetals 9 to give 1,n transposed polyene esters 10 has been described.
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