Abstract
By varying the steric bulk of silicon substituents attached to alk-1-ynes it is possible to control, to a high degree, the regiochemical outcome of nickel(0)-catalysed hydrocyanations of alk-1-ynes: the crystal structure of one adduct is included which establishes that the stereochemical outcome of the reaction is a result of addition of HCN to the alkyne to give an (E)-product; overall, these results constitute a simple method for the preparation of (E)-2-alkyl-3-trialkylsilylalk-2-enenitriles.
| Original language | English |
|---|---|
| Pages (from-to) | 4-5 |
| Number of pages | 2 |
| Journal | Journal of the Chemical Society, Chemical Communications |
| Issue number | 1 |
| DOIs | |
| Publication status | Published - 1 Jan 1985 |
Cite this
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Regio- and stereo-chemical control in the nickel-catalysed addition of HCN to alkynes. A simple synthesis of (E)-2-alkyl-3-trialkylsilylalk-2-enenitriles. / Fallon, Gary D.; Fitzmaurice, Neil J.; Jackson, W. Roy; Perlmutter, Patrick.
In: Journal of the Chemical Society, Chemical Communications, No. 1, 01.01.1985, p. 4-5.Research output: Contribution to journal › Article › Research › peer-review
TY - JOUR
T1 - Regio- and stereo-chemical control in the nickel-catalysed addition of HCN to alkynes. A simple synthesis of (E)-2-alkyl-3-trialkylsilylalk-2-enenitriles
AU - Fallon, Gary D.
AU - Fitzmaurice, Neil J.
AU - Jackson, W. Roy
AU - Perlmutter, Patrick
PY - 1985/1/1
Y1 - 1985/1/1
N2 - By varying the steric bulk of silicon substituents attached to alk-1-ynes it is possible to control, to a high degree, the regiochemical outcome of nickel(0)-catalysed hydrocyanations of alk-1-ynes: the crystal structure of one adduct is included which establishes that the stereochemical outcome of the reaction is a result of addition of HCN to the alkyne to give an (E)-product; overall, these results constitute a simple method for the preparation of (E)-2-alkyl-3-trialkylsilylalk-2-enenitriles.
AB - By varying the steric bulk of silicon substituents attached to alk-1-ynes it is possible to control, to a high degree, the regiochemical outcome of nickel(0)-catalysed hydrocyanations of alk-1-ynes: the crystal structure of one adduct is included which establishes that the stereochemical outcome of the reaction is a result of addition of HCN to the alkyne to give an (E)-product; overall, these results constitute a simple method for the preparation of (E)-2-alkyl-3-trialkylsilylalk-2-enenitriles.
UR - http://www.scopus.com/inward/record.url?scp=33644577067&partnerID=8YFLogxK
U2 - 10.1039/c39850000004
DO - 10.1039/c39850000004
M3 - Article
SP - 4
EP - 5
JO - Journal of the Chemical Society - Series Chemical Communications
JF - Journal of the Chemical Society - Series Chemical Communications
SN - 0022-4936
IS - 1
ER -