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Nickel catalyzed silane reductions of α, β - unsaturated ketones and nitriles

✍ Scribed by Philip Boudjouk; Seok-Bong Choi; Brian J. Hauck; Amirthini B. Rajkumar

Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
129 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis

Activated nickel, produced by the ultrasound-promoted reduction of nickel iodide with lithium, catalyzes the 1,4 addition of phenylsilane to ct, 13-unsaturated ketones and ct, 13 -unsaturated nitriles to give, after hydrolysis, high yields of the products of 1, 2 hydrogenation.

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## Abstract Under optimized conditions, a variety of ketones undergo asymmetric 1,2‐reductions almost exclusively instead of the normally observed 1,4‐reductions in the presence of in situ‐generated CuH which is ligated with an optically active bisphosphane ligand.