Enantioselective photoreduction of arylalkyl ketones via restricting the reaction to chirally modified zeolite cages

J. Shailaja; Keith J. Ponchot; V. Ramamurthy

doi:10.1021/ol000018e

Enantioselective photoreduction of arylalkyl ketones via restricting the reaction to chirally modified zeolite cages

J. Shailaja, Keith J. Ponchot, V. Ramamurthy

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

22 Scopus citations

Abstract

(equation presented) Obtaining a high enantiomeric excess during a photoreaction within a zeolite is hampered by the statistical distribution of reactant and chiral inductor molecules within the cages of a zeolite. By restricting the photoreactions to only those cages that contain both the reactant and a chiral inductor, one should be able to avoid reactions that yield racemic products. This approach is illustrated with the photoreduction of an arylalkyl ketone by a chiral inductor with an amino group.

Original language	English (US)
Pages (from-to)	937-940
Number of pages	4
Journal	Organic letters
Volume	2
Issue number	7
DOIs	https://doi.org/10.1021/ol000018e
State	Published - Apr 6 2000
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol000018e

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abstract = "(equation presented) Obtaining a high enantiomeric excess during a photoreaction within a zeolite is hampered by the statistical distribution of reactant and chiral inductor molecules within the cages of a zeolite. By restricting the photoreactions to only those cages that contain both the reactant and a chiral inductor, one should be able to avoid reactions that yield racemic products. This approach is illustrated with the photoreduction of an arylalkyl ketone by a chiral inductor with an amino group.",

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AU - Ponchot, Keith J.

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N2 - (equation presented) Obtaining a high enantiomeric excess during a photoreaction within a zeolite is hampered by the statistical distribution of reactant and chiral inductor molecules within the cages of a zeolite. By restricting the photoreactions to only those cages that contain both the reactant and a chiral inductor, one should be able to avoid reactions that yield racemic products. This approach is illustrated with the photoreduction of an arylalkyl ketone by a chiral inductor with an amino group.

AB - (equation presented) Obtaining a high enantiomeric excess during a photoreaction within a zeolite is hampered by the statistical distribution of reactant and chiral inductor molecules within the cages of a zeolite. By restricting the photoreactions to only those cages that contain both the reactant and a chiral inductor, one should be able to avoid reactions that yield racemic products. This approach is illustrated with the photoreduction of an arylalkyl ketone by a chiral inductor with an amino group.

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