Asymmetric addition reactions with optimized selenium electrophiles

DOI: 10.1002/chem.19970031123

Source and publish data:

Chemistry - A European Journal p. 1894 - 1902 (1997)

Update date:2022-08-03

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Authors:

Wirth, Thomas

Fragale, Gianfranco

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Article abstract of DOI:10.1002/chem.19970031123

The synthesis of various nonracemic diselenides by different methods is described. These diselenides are precursors for optically active selenium electrophiles. Their facial selectivity upon addition to styrene was investigated with respect to the chiral moiety neighboring the selenium. Diselenides 1i, 1n, and 1v yielded addition products 7 with diastereomeric excesses up to 95%. Some diselenides, intermediates, and products of the addition reaction were investigated by ⁷⁷Se NMR spectroscopy.

Full text of DOI:10.1002/chem.19970031123

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