Convergent Synthesis and Structural Confirmation of Phellodonin and Sarcodonin ε
Organic Letters2013Vol. 15(9), pp. 2080–2083
Citations Over TimeTop 15% of 2013 papers
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.
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