Total Synthesis of (+)-Dihydrocompactin

Yuh Lin Yang; Sukumar Manna; J R Falck

doi:10.1021/ja00325a017

Total Synthesis of (+)-Dihydrocompactin

Yuh Lin Yang, Sukumar Manna, J R Falck

Biochemistry

Research output: Contribution to journal › Article › peer-review

40 Scopus citations

Abstract

The potent hypocholesterolemic agent (+)-dihydrocompactin was synthesized by union of the masked lactone 5, ultimately derived from a carbohydrate precursor with the requisite absolute configuration, and hydronaphthalene 10, which was obtained from maleic anhydride Diels-Alder adduct 7 by intramolecular sulfone acylation. Extension of this sequence to the hydronaphthalene portion of dihydromevinolin is also described.

Original language	English (US)
Pages (from-to)	3811-3814
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	106
Issue number	13
DOIs	https://doi.org/10.1021/ja00325a017
State	Published - Jan 1984

ASJC Scopus subject areas

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja00325a017

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title = "Total Synthesis of (+)-Dihydrocompactin",

abstract = "The potent hypocholesterolemic agent (+)-dihydrocompactin was synthesized by union of the masked lactone 5, ultimately derived from a carbohydrate precursor with the requisite absolute configuration, and hydronaphthalene 10, which was obtained from maleic anhydride Diels-Alder adduct 7 by intramolecular sulfone acylation. Extension of this sequence to the hydronaphthalene portion of dihydromevinolin is also described.",

author = "Yang, {Yuh Lin} and Sukumar Manna and Falck, {J R}",

year = "1984",

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N2 - The potent hypocholesterolemic agent (+)-dihydrocompactin was synthesized by union of the masked lactone 5, ultimately derived from a carbohydrate precursor with the requisite absolute configuration, and hydronaphthalene 10, which was obtained from maleic anhydride Diels-Alder adduct 7 by intramolecular sulfone acylation. Extension of this sequence to the hydronaphthalene portion of dihydromevinolin is also described.

AB - The potent hypocholesterolemic agent (+)-dihydrocompactin was synthesized by union of the masked lactone 5, ultimately derived from a carbohydrate precursor with the requisite absolute configuration, and hydronaphthalene 10, which was obtained from maleic anhydride Diels-Alder adduct 7 by intramolecular sulfone acylation. Extension of this sequence to the hydronaphthalene portion of dihydromevinolin is also described.

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Total Synthesis of (+)-Dihydrocompactin

Abstract

ASJC Scopus subject areas

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