93085-87-1Relevant academic research and scientific papers
Controlled Reduction of Carboxamides to Alcohols or Amines by Zinc Hydrides
Ong, Derek Yiren,Yen, Zhihao,Yoshii, Asami,Revillo Imbernon, Julia,Takita, Ryo,Chiba, Shunsuke
supporting information, p. 4992 - 4997 (2019/03/13)
New protocols for controlled reduction of carboxamides to either alcohols or amines were established using a combination of sodium hydride (NaH) and zinc halides (ZnX2). Use of a different halide on ZnX2 dictates the selectivity, wherein the NaH-ZnI2 system delivers alcohols and NaH-ZnCl2 gives amines. Extensive mechanistic studies by experimental and theoretical approaches imply that polymeric zinc hydride (ZnH2)∞ is responsible for alcohol formation, whereas dimeric zinc chloride hydride (H?Zn?Cl)2 is the key species for the production of amines.
One-pot approach for the synthesis of trans-cyclopropyl compounds from aldehydes. Application to the synthesis of GPR40 receptor agonists
Davi, Micha?l,Lebel, Hélène
supporting information; experimental part, p. 4974 - 4976 (2009/06/05)
A novel multicatalytic one-pot process providing trans-cyclopropyl compounds from corresponding aldehydes has been developed and applied to the synthesis of GPR40 small molecule agonists. The Royal Society of Chemistry.
A novel route to cyclopropyl ketones, aldehydes, and carboxylic acids
Rodriques, Karen E.
, p. 1275 - 1278 (2007/10/02)
Cyclopropanation of α,β-unsaturated N-methoxy-N-methyl amides provided the cyclopropyl amides in far superior yields to those obtained with the corresponding ketones. The desired ketones are then readily accessible by the addition of organometallic reagents. Access to a variety functional groups, including aldehydes and carboxylic acids, is also described.
ENHANCEMENT OF STEREOSELECTIVITY IN CATALYTIC CYCLOPROPANATION REACTIONS
Doyle, Michael P.,Loh, Kuo-Liang,DeVries, Keith M.,Chinn, Mitchell S.
, p. 833 - 836 (2007/10/02)
Significat enhancement of trans(anti) stereoselectivity is achieved in rhodium(II) acetamide catalyzed cyclopropanation reactions of 2,3,4-trimethyl-3-pentyl diazoacetate (ODA) and diazoacetamides.
NICKEL ENOLATES IN THE Ni(CO)4-INDUCED CARBONYLATION OF GEM-DIBROMOCYCLOPROPANES WITH SILYLAMINE OR SILYLSULFIDE
Hirao, Toshikazu,Nagata, Shinichiro,Yamana, Yoshihiro,Agawa, Toshio
, p. 5061 - 5064 (2007/10/02)
Silyl compounds (N,N-dialkyltrimethylsilylamine, 1-(trimethylsilyl)-imidazole and phenylthiotrimethylsilane) were successfully used in the Ni(CO)4-induced carbonylation reactions of gem-dibromocyclopropanes.The nickel carbenoid and enolate complexes are c
