122421-75-4Relevant academic research and scientific papers
Nickel-Catalyzed Isomerization/Allylic Cyanation of Alkenyl Alcohols
Ding, Ying,Long, Jinguo,Sun, Feilong,Fang, Xianjie
, p. 6073 - 6078 (2021)
Herein reported is a nickel-catalyzed isomerization/allylic cyanation of alkenyl alcohols, which complements current methods for the allylic substitution reactions. The specific diphosphite ligand and methanol as the solvent are crucial for the success for this transformation. A gram-scale regioconvergent experiment and formal synthesis of quebrachamine demonstrate the high potential of this methodology.
Enantioselective Radical Carbocyanation of 1,3-Dienes via Photocatalytic Generation of Allylcopper Complexes
Lu, Fu-Dong,Lu, Liang-Qiu,He, Gui-Feng,Bai, Jun-Chuan,Xiao, Wen-Jing
supporting information, p. 4168 - 4173 (2021/04/06)
1,3-Dienes are readily available feedstocks that are widely used in the laboratory and industry. However, the potential of converting 1,3-dienes into value-Added products, especially chiral products, has not yet been fully exploited. By synergetic photoredox/copper catalysis, we achieve the first visible-light-induced, enantioselective carbocyanation of 1,3-dienes by using carboxylic acid derivatives and trimethylsilyl cyanide. Under mild and neutral conditions, a diverse range of chiral allyl cyanides are produced in generally good efficiency and with high enantioselectivity from bench-stable and user-safe chemicals. Moreover, preliminary results also confirm that this success can be expanded to 1,3-enynes and the four-component carbonylative carbocyanation of 1,3-dienes and 1,3-enynes.
SYNTHESIS OF (Z)-PREDOMINANT α,β-UNSATURATED NITRILES FROM ENONE CYANOHYDRIN DIETHYL PHOSPHATES: APPLICATION TO THE SYNTHESIS OF (+/-)-NUCIFERAL, (+/-)-(E)-AND -(Z)-NUCIFEROL, AND (+/-)-MANICONE
Yoneda, Ryuji,Harusawa, Shinya,Kurihara, Takushi
, p. 3163 - 3168 (2007/10/02)
Enone cyanohydrin diethyl phosphates reaced regio- and stereo-selectively with a variety of organocopper reagents to give γ-coupling products, (Z)-predominant alk-2-enenitriles.The methodology was applied to the synthesis of (+/-)-nuciferal, (+/-)-(E)- an
