A short biomimetic approach to the fully functionalized bicyclic framework of type A acylphloroglucinols

Elias A. Couladouros; Marianna Dakanali; Konstantinos D. Demadis; Veroniki P. Vidali

doi:10.1021/ol901781n

A short biomimetic approach to the fully functionalized bicyclic framework of type A acylphloroglucinols

Elias A. Couladouros, Marianna Dakanali, Konstantinos D. Demadis, Veroniki P. Vidali

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32 Scopus citations

Abstract

A biomimetic approach toward type A polyprenylated acylphlorogluclnols (PPAPs) Is described. The method Is based on a C-alkylation-cation cyclization reaction sequence, leading to a convenient buildup of molecular complexity, employing the simple and readily available deoxycohumulone and an appropriately functionalized hydroxy halide. Thus, a versatile construction of the fully functlonallzed bicyclic framework of type A PPAPs (5) was achieved.

Original language	English (US)
Pages (from-to)	4430-4433
Number of pages	4
Journal	Organic Letters
Volume	11
Issue number	19
DOIs	https://doi.org/10.1021/ol901781n
State	Published - Oct 1 2009

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol901781n

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abstract = "A biomimetic approach toward type A polyprenylated acylphlorogluclnols (PPAPs) Is described. The method Is based on a C-alkylation-cation cyclization reaction sequence, leading to a convenient buildup of molecular complexity, employing the simple and readily available deoxycohumulone and an appropriately functionalized hydroxy halide. Thus, a versatile construction of the fully functlonallzed bicyclic framework of type A PPAPs (5) was achieved.",

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AU - Couladouros, Elias A.

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AU - Demadis, Konstantinos D.

AU - Vidali, Veroniki P.

PY - 2009/10/1

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AB - A biomimetic approach toward type A polyprenylated acylphlorogluclnols (PPAPs) Is described. The method Is based on a C-alkylation-cation cyclization reaction sequence, leading to a convenient buildup of molecular complexity, employing the simple and readily available deoxycohumulone and an appropriately functionalized hydroxy halide. Thus, a versatile construction of the fully functlonallzed bicyclic framework of type A PPAPs (5) was achieved.

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A short biomimetic approach to the fully functionalized bicyclic framework of type A acylphloroglucinols

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