Approaches to Anthracyclines. 1. Conjugate Aroylation of α, β-Unsaturated Estersla1a, b

Kathlyn A. Parker; James Kallmerten

doi:10.1021/jo01301a015

Approaches to Anthracyclines. 1. Conjugate Aroylation of α, β-Unsaturated Estersla^{1a, b}

Kathlyn A. Parker, James Kallmerten

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

26 Scopus citations

Abstract

A scheme for the two-step nucleophilic aroylation of α, β-unsaturated esters has been developed. The Michael reaction of an arylacetonitrile enolate with an α, β-unsaturated ester generally proceeds in good yield. Oxidative decyanation of the adduct affords clean γ-keto esters when the aryl substituent is not electron rich.

Original language	English (US)
Pages (from-to)	2614-2620
Number of pages	7
Journal	Journal of Organic Chemistry
Volume	45
Issue number	13
DOIs	https://doi.org/10.1021/jo01301a015
State	Published - 1980
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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title = "Approaches to Anthracyclines. 1. Conjugate Aroylation of α, β-Unsaturated Estersla1a, b",

abstract = "A scheme for the two-step nucleophilic aroylation of α, β-unsaturated esters has been developed. The Michael reaction of an arylacetonitrile enolate with an α, β-unsaturated ester generally proceeds in good yield. Oxidative decyanation of the adduct affords clean γ-keto esters when the aryl substituent is not electron rich.",

author = "Parker, {Kathlyn A.} and James Kallmerten",

year = "1980",

doi = "10.1021/jo01301a015",

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journal = "Journal of Organic Chemistry",

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number = "13",

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AU - Kallmerten, James

PY - 1980

Y1 - 1980

N2 - A scheme for the two-step nucleophilic aroylation of α, β-unsaturated esters has been developed. The Michael reaction of an arylacetonitrile enolate with an α, β-unsaturated ester generally proceeds in good yield. Oxidative decyanation of the adduct affords clean γ-keto esters when the aryl substituent is not electron rich.

AB - A scheme for the two-step nucleophilic aroylation of α, β-unsaturated esters has been developed. The Michael reaction of an arylacetonitrile enolate with an α, β-unsaturated ester generally proceeds in good yield. Oxidative decyanation of the adduct affords clean γ-keto esters when the aryl substituent is not electron rich.

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ER -

Approaches to Anthracyclines. 1. Conjugate Aroylation of α, β-Unsaturated Estersla^{1a, b}

Abstract

ASJC Scopus subject areas

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