Intercepted Decarboxylative Allylations of Nitroalkanoates.

ABSTRACT: Using palladium-catalyzed decarboxylation, several cascade reactions of allyl and prenyl nitroalkanoates that lead to nitro-containing chemical building blocks are described. A nitronate Michael addition/Tsuji-Trost allylation cascade was developed, leading to functionally dense chemical building blocks. Likewise, a Tsuji-Trost/decarboxylative protonation sequence was developed for the synthesis of orthogonally functionalized 2° nitroalkanes. The latter method provides rapid access to the indolizidine core.

SUBMITTER: Schmitt M 

PROVIDER: S-EPMC3430473 | biostudies-literature | 2012 Aug

REPOSITORIES: biostudies-literature