Convergent synthesis and structural confirmation of phellodonin and sarcodonin ε.

ABSTRACT: The first synthesis of members of the sarcodonin family, phellodonin and sarcodonin ε, is reported herein. This verifies that the unprecedented and seemingly unstable N,N-dioxide-containing benzodioxazine framework can be constructed in the laboratory and lends further support to the proposed structures. The key step in the synthesis involves a biomimetic hetero-Diels-Alder reaction between a pyrazine N-oxide and an ortho-quinone.

SUBMITTER: Usui I 

PROVIDER: S-EPMC3653569 | biostudies-literature | 2013 May

REPOSITORIES: biostudies-literature