The Double [3 + 2] Photocycloaddition Reaction

Penkett, Clive S, Woolford, Jason A, Day, Iain J and Coles, Martyn P (2010) The Double [3 + 2] Photocycloaddition Reaction. Journal of the American Chemical Society, 132 (1). pp. 4-5. ISSN 0002-7863

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Abstract

A remarkable double [3 + 2] photocycloaddition reaction that results in the formation of fenestrane 2 from aromatic acetal 1 is reported. During the formation of 2, four carboncarbon bonds, five new rings, and seven new stereocenters are created in a one-pot process. The reaction occurs in a sequential manner from the linear meta photocycloadduct 3, while the angular meta photocycloadduct 4 undergoes an alternative fragmentationtranslocation photoreaction to afford angular tricycle 6.

Item Type: Article
Schools and Departments: School of Life Sciences > Chemistry
Subjects: Q Science
Depositing User: Clive Penkett
Date Deposited: 06 Feb 2012 18:31
Last Modified: 03 Oct 2012 11:12
URI: http://sro.sussex.ac.uk/id/eprint/16978
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