Stereochemistry of the Cyclization of the Half-Esters of Diarylitaeonic Acid

E. E. Smissman; P. S. Portoghese; R. A. Mode

doi:10.1021/jo01068a003

Stereochemistry of the Cyclization of the Half-Esters of Diarylitaeonic Acid

E. E. Smissman, P. S. Portoghese, R. A. Mode

Medicinal Chemistry

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

Abstract

The stereochemistry of the products obtained by the Stobbe condensation of 3,4-methylenedioxy-3′,4′,5′-trimethoxybenzophenone with dimethyl succinate and the dihydro-Stobbe products is proven. The conformational implications derived by a study of the cyclization of the dihydro-Stobbe products are discussed.

Original language	English (US)
Pages (from-to)	3628-3631
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	26
Issue number	10
DOIs	https://doi.org/10.1021/jo01068a003
State	Published - Oct 1961

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title = "Stereochemistry of the Cyclization of the Half-Esters of Diarylitaeonic Acid",

abstract = "The stereochemistry of the products obtained by the Stobbe condensation of 3,4-methylenedioxy-3′,4′,5′-trimethoxybenzophenone with dimethyl succinate and the dihydro-Stobbe products is proven. The conformational implications derived by a study of the cyclization of the dihydro-Stobbe products are discussed.",

author = "Smissman, {E. E.} and Portoghese, {P. S.} and Mode, {R. A.}",

year = "1961",

month = oct,

doi = "10.1021/jo01068a003",

language = "English (US)",

volume = "26",

pages = "3628--3631",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "10",

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T1 - Stereochemistry of the Cyclization of the Half-Esters of Diarylitaeonic Acid

AU - Smissman, E. E.

AU - Portoghese, P. S.

AU - Mode, R. A.

PY - 1961/10

Y1 - 1961/10

N2 - The stereochemistry of the products obtained by the Stobbe condensation of 3,4-methylenedioxy-3′,4′,5′-trimethoxybenzophenone with dimethyl succinate and the dihydro-Stobbe products is proven. The conformational implications derived by a study of the cyclization of the dihydro-Stobbe products are discussed.

AB - The stereochemistry of the products obtained by the Stobbe condensation of 3,4-methylenedioxy-3′,4′,5′-trimethoxybenzophenone with dimethyl succinate and the dihydro-Stobbe products is proven. The conformational implications derived by a study of the cyclization of the dihydro-Stobbe products are discussed.

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DO - 10.1021/jo01068a003

M3 - Article

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

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ER -

Stereochemistry of the Cyclization of the Half-Esters of Diarylitaeonic Acid

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