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The diastereoselectivity of the Paternò-Büchi reaction between 2,3-dihydrofuran and aromatic carbonyl compounds in organized medium

Paper ID Volume ID Publish Year Pages File Format Full-Text
25969 43925 2016 7 PDF Available
Title
The diastereoselectivity of the Paternò-Büchi reaction between 2,3-dihydrofuran and aromatic carbonyl compounds in organized medium
Abstract

•Stereoselectivity of the photoreaction of benzaldehyde with 2,3-dihydrofuran is studied.•Stereoselectivity increased when the reaction is performed within NaY zeolite.•The substituent effect on benzaldehyde is studied.•The interaction between HOMO and LUMO in the biradical accounts for the endo isomer.•The exo isomer was obtained through an electron transfer process.

The Paternò-Büchi reaction between benzaldehyde and 2,3-dihydrofuran can be performed within the cavity of NaY zeolite. An increased stereoselectivity has been observed. When the reaction was performed with substituted benzaldehyde derivatives, different stereoselectivity has been observed. The stereoselectivity can be understood assuming an interaction in the biradical intermediate between the HSOMO and the LSOMO.

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Keywords
Dihydrofuran; Aromatic aldehydes; Paternò-Büchi reaction; DFT
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The diastereoselectivity of the Paternò-Büchi reaction between 2,3-dihydrofuran and aromatic carbonyl compounds in organized medium
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 326, 15 July 2016, Pages 69–75
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
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Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
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Any Questions? feel free to contact us