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Updated: Jun 5, 2026
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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
(±)-2'-Phenyl-cyclo-hexa-nespiro-4'-(aze-pano[1,2-b]isoxazolidine)
Daryl Crimmins1, Ka Wai Choi, Peter D W Boyd
1Department of Chemistry, The University of Auckland, Private Bag 92019, Auckland, New Zealand.
Abstract:
In the crystal structure of the racemic title isoxazolidine, C(19)H(27)NO, the relative stereochemistry between the phenyl group and the bridgehead H atom is shown to be syn. There are two mol-ecules in the asymmetric unit, one of which is the 7R*,13R* enanti-omer, and one of which is the 7S*,13S* enanti-omer. These enanti-omers adopt different orientations of the phenyl ring with respect to the isoxazolidine ring, with C-C-C-C torsion angles of 63.6 (4) and 86.8 (4)°, respectively. In both enanti-omers, the six-membered ring adopts a chair conformation, while the seven-membered ring adopts a twist-chair conformation.
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