MULTIPLE BONDS BETWEEN MAIN-GROUP ELEMENTS AND TRANSITION-METALS .100. METHYLTRIOXORHENIUM AS CATALYST OF A NOVEL ALDEHYDE OLEFINATION

From aldehydes or cyclic ketones, diazoalkanes, and tertiary phosphanes, olefins may be prepared according to Equation (a) with MTO as catalyst. In particular, diazoacetates and -malonates (R2, R3 = H, CO2Et, or 2 x CO2Me) can be transformed into olefins with aliphatic and aromatic aldehydes (R1 = iPr, trans-PhCH = CH, Ph, 4-NO2C6H4, etc.). Readily accessible starting materials, easy handling, mild reaction conditions, and good yields characterize the new synthesis method. (R' = Ph, 3-C6H4SO3Na, nBu.)