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van Leeuwen, P. W. N. M.: 2014 Science of Synthesis, 2013/7: C-1 Building Blocks in Organic Synthesis 1 DOI: 10.1055/sos-SD-212-00182
C-1 Building Blocks in Organic Synthesis 1

1.1.9 Hydrocyanation of Alkenes

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Book

Editor: van Leeuwen, P. W. N. M.

Authors: Ballini, R.; Belderrain, T. R.; Bronger, R. P. J.; Clarke, M. L.; Claver, C.; de Vries, J. G.; Feng, X. M.; Fleischer, I.; Fuentes, J. A.; Godard, C.; Goldfuss, B.; Iwasawa, N.; Kamer, P. C. J.; Lin, L. L.; Liu, X. H.; Mejía, E.; Monflier, E.; Mortreux, A.; Nicasio, M. C.; Perandones, B. F.; Petrini, M.; Sauthier, M.; Takaya, J.; Tauchert, M. E.; Tilloy, S.; Vogt, D.

Title: C-1 Building Blocks in Organic Synthesis 1

Subtitle: Additions to Alkenes, Alkynes, and Carbonyl Compounds

Print ISBN: 9783131707611; Online ISBN: 9783132064416; Book DOI: 10.1055/b-003-125818

2014 © 2014. Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart

Subjects: C-1 Building Blocks in Organic Synthesis

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Parent publication

Title: Science of Synthesis

DOI: 10.1055/b-00000101

Type: Multivolume Edition

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Abstract

Hydrocyanation of alkenes is an atom-economical reaction to install a functionalized C-1 building block into a molecule. The reaction can be run to yield either the linear or the branched nitrile product. Branched nitriles can be produced in moderate to good enantiomeric excess. A detailed overview of the mechanism of nickel-catalyzed hydrocyanation is provided to help assess the scope and limitations of this reaction.

Key words

styrene - vinylarenes - dienes - hydrocyanation - alkenes - nitriles - nickel - palladium
 
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