Regio- and stereoselective selenium dioxide allylic oxidation of (E)-dialkyl alkylidenesuccinates to (Z)-allylic alcohols: Synthesis of natural and unnatural butenolides
作者:Ramesh M. Patel、Vedavati G. Puranik、Narshinha P. Argade
DOI:10.1039/c1ob05709j
日期:——
allylic alcohol formation of dialkyl alkylidenesuccinates has been demonstrated to accomplish one-stepsyntheses of several essential butenolides and fused butenolidesvia an unusual E- to Z- carbon–carbon double bond isomerisation followed by the lactonization pathway. The observed regio- and stereoselective SeO2 allylic oxidation protocol has also been extended to the diastereoselective total synthesis