Synthetic studies on ophiobolins. Synthesis of 1β (H) -3,7,11β-trimethyl-CIS-bicyclo [6.3.0] undecan-4-one

Abstract

In our synthetic studies towards ophiobolin F (1), we report here a stereospecific synthesis of 1β(H)-3,7α,llβ-trimethyl-cis bicyclo [6.3.0]undecan-4-one (2) with defined stereochemistry at each of the four contiguous asymmetric centres and particularly with A/B cis ring juncture as present in (1). It may be mentioned here that no synthetic studies towards developing the characteristic ring systems present in ophiobolins have been reported so far.