Hypocholesterolemic Agent Compactin (ML-236B). Total Synthesis of the Hexahydronaphthalene Portion

Raymond L. Funk; Wayne E. Zeller

doi:10.1021/jo00340a050

Hypocholesterolemic Agent Compactin (ML-236B). Total Synthesis of the Hexahydronaphthalene Portion

Raymond L. Funk, Wayne E. Zeller

Chemistry

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

81 Scopus citations

Abstract

A synthesis of 2, the hexahydronaphthalene portion of the hypocholesterolemic agent compactin (1), is described. The four contiguous asymmetric centers of 1 were established in an efficient stereospecific manner via a Lewis acid mediated intramolecular Diels-Alder reaction of 11.

Original language	English (US)
Pages (from-to)	180-182
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	47
Issue number	1
DOIs	https://doi.org/10.1021/jo00340a050
State	Published - Jan 1 1982

All Science Journal Classification (ASJC) codes

Organic Chemistry

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10.1021/jo00340a050

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title = "Hypocholesterolemic Agent Compactin (ML-236B). Total Synthesis of the Hexahydronaphthalene Portion",

abstract = "A synthesis of 2, the hexahydronaphthalene portion of the hypocholesterolemic agent compactin (1), is described. The four contiguous asymmetric centers of 1 were established in an efficient stereospecific manner via a Lewis acid mediated intramolecular Diels-Alder reaction of 11.",

author = "Funk, {Raymond L.} and Zeller, {Wayne E.}",

year = "1982",

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doi = "10.1021/jo00340a050",

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publisher = "American Chemical Society",

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T1 - Hypocholesterolemic Agent Compactin (ML-236B). Total Synthesis of the Hexahydronaphthalene Portion

AU - Funk, Raymond L.

AU - Zeller, Wayne E.

PY - 1982/1/1

Y1 - 1982/1/1

N2 - A synthesis of 2, the hexahydronaphthalene portion of the hypocholesterolemic agent compactin (1), is described. The four contiguous asymmetric centers of 1 were established in an efficient stereospecific manner via a Lewis acid mediated intramolecular Diels-Alder reaction of 11.

AB - A synthesis of 2, the hexahydronaphthalene portion of the hypocholesterolemic agent compactin (1), is described. The four contiguous asymmetric centers of 1 were established in an efficient stereospecific manner via a Lewis acid mediated intramolecular Diels-Alder reaction of 11.

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U2 - 10.1021/jo00340a050

DO - 10.1021/jo00340a050

M3 - Letter

AN - SCOPUS:0019965324

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EP - 182

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

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Hypocholesterolemic Agent Compactin (ML-236B). Total Synthesis of the Hexahydronaphthalene Portion

Abstract

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