Author:
Stojanac Nada,Valenta Zdenek
Abstract
The completion of the total synthesis of d,l-quassin 1 is described. Key steps are a facile intramolecular acylation of a protected cyanohydrin carbanion (4 → 5), a selective deprotonation with trioctyl methyl ammonium hydroxide leading to the removal of HCN from 8, and the unusual sequence 5 → 12 in which the ring C enol ether of 5 is converted selectively into ring C diosphenol of 12. Key words: quassin, synthesis, selective base, diosphenols, acylation.
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
30 articles.
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