758714-73-7Relevant academic research and scientific papers
Exploring the versatility of the Johnson-Claisen rearrangement: access to functionally versatile δ-ethoxycarbonyl-α,β-unsaturated nitriles
Cosgrove, Kelly L.,McGeary, Ross P.
experimental part, p. 3050 - 3057 (2010/06/16)
A practical entry into δ-ethoxycarbonyl-α,β-unsaturated nitriles is described. α,β-Unsaturated aldehydes were converted to cyanohydrins, by employing either KCN in aqueous acid, or by using TMSCN with catalytic K2CO3, followed by acid hydrolysis of the TMS ether. These cyanohydrins underwent a Claisen rearrangement employing a modified Johnson-Claisen protocol to yield unsaturated nitriles in good yields and with moderate E/Z selectivity.
Synthesis of α-hydroxy ketones from terpene aldehydes
Schueler, Martin,Zorn, Holger,Slawin, Alexandra M. Z.,Berger, Ralf G.
, p. 2591 - 2600 (2007/10/03)
Unsymmetrically substituted α-hydroxy ketones possessing isoprenoid units within the molecule were synthesised from commercially available terpene aldehydes. The synthesis was applicable to α,β-unsaturated aldehydes and afforded the respective α-hydroxy-m
SYNTHESIS OF A CHIRAL BICYCLO ALLYLIC NITRILE VIA REDUCTIVE CYCLIZATION OF A DIENYL NITRILE
Braish, T. F.,Fuchs, P. L.
, p. 549 - 568 (2007/10/02)
(1R,6S)-7,7-dimethylbicycloHept-2-ene-3-acetonitrile 8 was synthesized from (S)-(-)-Perillaldehyde in 5 steps and 65percent overall yield via Mg reductive cyclization.
