Palladium-Catalyzed Regio- and Diastereoselective Tandem Silastannylation/Allyl Addition of Allene Aldehydes and Allene Ketones: Synthesis of cis Cyclopentanols and Cyclohexanols This work was supported by the National Research Laboratory Project administrated by the Ministry of Science and Technology and KOSEF-CMDS.

Abstract

Two in one: the palladium-catalyzed regio- and diastereoselective silastannylation of allene aldehydes and ketones and the subsequent allyl addition to the carbonyl group gives rise to cis-cycloalkanols (see scheme; n = 1, 2; R = H, CH3; X = NTs, O, C(CO2Et)2, etc.). This tandem process requires a single catalyst and is carried out at a constant temperature.