Cyclopropane compatibility with oxidative carbocation formation: total synthesis of clavosolide A.

ABSTRACT: Cyclopropane-substituted allylic ethers react with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone to form oxocarbenium ions with no competitive ring cleavage. This reaction can be used for the preparation of cyclopropane-substituted tetrahydropyrans. The protocol was used as a key step in the total synthesis of the sponge-derived macrolide clavosolide A.

SUBMITTER: Peh G 

PROVIDER: S-EPMC3532433 | biostudies-literature | 2012 Nov

REPOSITORIES: biostudies-literature