Cleavage of unsaturated. alpha.-ketols to. omega.-oxo-. alpha.,. beta.-unsaturated acids
R Floresca, M Kurihara, DS Watt…
Index: Floresca, Rey; Kurihara, Masaaki; Watt, David S.; Demir, Ayhan Journal of Organic Chemistry, 1993 , vol. 58, # 8 p. 2196 - 2200
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Citation Number: 41
Abstract
Sodium periodate is a better reagent than sodium bismuthate, manganese dioxide, or lead tetraacetate for the cleavage of unsaturated a-ketols and affords w-oxo-a, O-unsaturated acids in good yield. The combination of this cleavage reaction and a rhodium (1)-mediated decarbonylation of w-oxo-a,#?-unsaturated esters derived from polycyclic systems provided an enantioselective synthesis of cyclic systems bearing contiguous quaternary centers ...
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