Modular ketal-linked prodrugs and biomaterials enabled by organocatalytic transisopropenylation of alcohols.

ABSTRACT: Isopropenyl ethers are critical intermediates for accessing medicinally valuable ketal-based prodrugs and biomaterials, but traditional approaches for the synthesis of isopropenyl ethers suffer from poor functional group compatibility and harsh reaction conditions. Here, we develop an organocatalytic transisopropenylation approach to solve these challenges, enabling the synthesis of isopropenyl ethers from various hydroxyl-group-containing small-molecule drugs, polymers, and functional building blocks. The method provides a straightforward and versatile synthesis of isopropenyl ethers, features excellent tolerance of diverse functional groups, applies to a wide range of substrates, and allows scalable synthesis. The development of this organocatalytic transisopropenylation approach enables

SUBMITTER: Yu N 

PROVIDER: S-EPMC8452702 | biostudies-literature | 2021 Sep

REPOSITORIES: biostudies-literature