Optically active trans-4-(tert-butyldimethylsiloxymethyl)-5-(tert- butyldimethylsiloxy)-2-cyclohexenone as a useful chiral building block for preparation of substituted cyclohexane rings: Synthesis and its highly stereoselective reaction with RCu(CN)Li

Article abstract of DOI:10.1016/S0040-4039(00)00239-2

Optically active trans-4-(tert-butyldimethylsiloxymethyl)-5-(tert- butyldimethylsiloxy)-2-cyclohexenone (2) has been synthesized in 25% overall yield starting from easily available 1,4-bis(benzyloxy)-2,3-epoxy butane (3). The enone 2 reacts with excellent stereoselectivity with RCu(CN)Li thus working as an efficient chiral building block for preparation of substituted cyclohexane compounds. (C) 2000 Elsevier Science Ltd.