A synthetic approach to quassin. Synthesis of a ring A seco derivative
- 15 December 1979
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 57 (24) , 3346-3348
- https://doi.org/10.1139/v79-546
Abstract
Synthesis of compound 16, a ring A seco derivative of quassin (1), is described. The overall strategy consists of manipulations within a rigid system established by a Diels–Alder reaction, followed by unfolding of the molecule. The sequence includes a cyclization of a 1,5-bromoketone with Zn and a selective oxidation of one carbonyl group in a tricyclic diketo diester with peracetic acid.Keywords
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