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Stereocontrol of Paterno-Büchi photocycloadditions

✍ Scribed by Steven A. Fleming; J.Jerry Gao

Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
217 KB
Volume
38
Category
Article
ISSN
0040-4039

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✦ Synopsis

Diphenyloxetane was synthesized from photocycloaddition of benzaldehyde and styrene. The oxetane products, 2,3 trans and 2,3 cis isomers, were observed in a 3:1 ratio. Irradiation of 1-phenylpropene and trimethylsilyl cinnamyl ether under the same conditions also gave oxetanes. The silyl group resulted in high stereoselectivity for the oxetane formation.

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