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Synthesis of 2-silaoxane via 1,3- photocycloaddition

✍ Scribed by Suhail Bahu; Steven A. Fleming; Brad Nilsson; Tim Turner

Publisher
Journal of Heterocyclic Chemistry
Year
2001
Tongue
English
Weight
42 KB
Volume
38
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

Irradiation of an aryl group with a silyl tethered alkene yields a tetracyclic 2‐silaoxane with high regiose‐lectivity. The multicyclic structure has been further modified to give an unstable tricyclic diol. Photocycloaddition between cyclopentene and phenylcyclopropane gave a single major cycloadduct without cyclopropyl ring opening, indicating that the putative radical intermediate involved in cycloaddition apparently has a very short lifetime if it exists at all.

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