One-Pot Synthesis of Hydroxylated Alkaloids from Sugars via a Pictet-Spengler-Type Reaction.

ABSTRACT: An efficient and convenient strategy has been successfully developed for the preparation of novel hydroxylated alkaloid derivatives (also called fused multicyclic iminosugars) from p-toluenesulfonylated sugars through a Pictet-Spengler-type mechanism. This method is highly stereoselective, does not require metal catalysts, and capable of conducting gram level reactions (with a 53% yield). Some of such iminosugars had an intermediate antiproliferative effect on HCT116 tumor cells.

SUBMITTER: Zhou L 

PROVIDER: S-EPMC11643748 | biostudies-literature | 2024 Dec

REPOSITORIES: biostudies-literature