Development of a Modular Synthetic Route to ( )-Pleuromutilin, ( )-12-epi-Mutilins, and Related Structures

We describe the development of an enantioselective synthetic route to (+)-pleuromutilin (1), (+)-12-epi-mutilin, and related derivatives. A key hydrindanone was prepared in three steps and 48% overall yield from cyclohex-2-en-1-one. 1,4-Hydrocyanation provided a nitrile (53%, or 85% based on recovered starting material) that was converted to the eneimide57 in 80% yield by the 1,2-addition of methyllithium to the nitrile function, cyclization, andin situ acylation with di-tert-butyldicarbonate....

Source: Organometallic Current - November 3, 2017 Category: Chemistry Tags: Total synthesis Source Type: blogs