- The solid phase synthesis of tertiary hydroxyesters from symmetrical diacid chlorides using organomanganese reagents
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A 1percent crosslinked divinylbenzene-styrene copolymer, incorporating benzyl alcohol groups, was used to monoblock the symmetrical diacid chlorides.ClOC(CH2)nCOCl(where n=4 and 8).Further reaction of the polymer-bound monoester monoacid chloride with phenylmanganese iodide or butylmanganese iodide gave their respective polymer-bound tertiary hydroxyesters.Subsequent base cleavage and esterification yielded methyl 6-hydroxy-6,6-diphenylhexanoate, methyl 10-hydroxy-10,10-diphenyldecanoate, methyl 6-butyl-6-hydroxydecanoate, and methyl 10-butyl-10-hydroxytetradecanoate and some recovered dimethyl alkanoates.The reactions of some polymer-bound monoester monoacid chlorides with phenylcadmium chloride were also studied.
- Leznoff, Clifford C.,Yedidia, Varda
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p. 287 - 290
(2007/10/02)
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