Theoretical investigation of the rubicordifolin cascade

Jean Philip Lumb; Jamin L. Krinsky; Dirk Trauner

doi:10.1021/ol102157d

Theoretical investigation of the rubicordifolin cascade

Jean Philip Lumb, Jamin L. Krinsky, Dirk Trauner

Chemistry

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

Abstract

The results of a theoretical investigation on the complex cascade reaction leading to the natural product rubicordifolin are reported. These computations analyze the discrete transformations that are required during the conversion of the vinyl naphthoquinone starting material into the natural product, including two pseudopericyclic cyclizations as well as a diastereoselective, hetero-Diels-Alder reaction.

Original language	English (US)
Pages (from-to)	5162-5165
Number of pages	4
Journal	Organic Letters
Volume	12
Issue number	22
DOIs	https://doi.org/10.1021/ol102157d
State	Published - Nov 19 2010

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol102157d

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title = "Theoretical investigation of the rubicordifolin cascade",

abstract = "The results of a theoretical investigation on the complex cascade reaction leading to the natural product rubicordifolin are reported. These computations analyze the discrete transformations that are required during the conversion of the vinyl naphthoquinone starting material into the natural product, including two pseudopericyclic cyclizations as well as a diastereoselective, hetero-Diels-Alder reaction.",

author = "Lumb, {Jean Philip} and Krinsky, {Jamin L.} and Dirk Trauner",

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AU - Trauner, Dirk

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N2 - The results of a theoretical investigation on the complex cascade reaction leading to the natural product rubicordifolin are reported. These computations analyze the discrete transformations that are required during the conversion of the vinyl naphthoquinone starting material into the natural product, including two pseudopericyclic cyclizations as well as a diastereoselective, hetero-Diels-Alder reaction.

AB - The results of a theoretical investigation on the complex cascade reaction leading to the natural product rubicordifolin are reported. These computations analyze the discrete transformations that are required during the conversion of the vinyl naphthoquinone starting material into the natural product, including two pseudopericyclic cyclizations as well as a diastereoselective, hetero-Diels-Alder reaction.

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Theoretical investigation of the rubicordifolin cascade

Abstract

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