A synthetic approach to quassin. Synthesis of a ring A seco derivative

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...

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Bibliographic Details
Published inCanadian journal of chemistry Vol. 57; no. 24; pp. 3346 - 3348
Main Authors Stojanac, Nada, Stojanac, Žarko, White, Peter S, Valenta, Zdenek
Format Journal Article
LanguageEnglish
Published Ottawa, Canada NRC Research Press 15.12.1979
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Summary: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.
ISSN:0008-4042
1480-3291
DOI:10.1139/v79-546