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Asymmetric Addition Reactions with Optimized Selenium Electrophiles (1997)

Wirth, Thomas ; Fragale, Gianfranco

Weinheim : Wiley-Blackwell

Chemistry - A European Journal 3 (1997), S. 1894-1902

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ISSN: 0947-6539

Keywords: asymmetric synthesis ; chirality ; diselenides ; selenium ; Chemistry ; General Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: 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 1 i, 1 n, and 1 v 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.

Additional Material: 2 Tab.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/chem.19970031123

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