17245-24-8Relevant academic research and scientific papers
Direct Reduction of Allylic Alcohols Using Isopropanol as Reductant
Sai, Masahiro
supporting information, p. 3482 - 3487 (2018/09/14)
The lithium cation-catalyzed direct reduction of allylic alcohols to alkenes using isopropanol as a hydride donor was developed. The hydride transfer of the in situ-generated lithium isopropoxide to an allylic cation is the key process in this transformation. The reaction generates only water and acetone as byproducts, which highlights the synthetic utility of this method. (Figure presented.).
Lithium amidoborane, a highly chemoselective reagent for the reduction of α,β-unsaturated ketones to allylic alcohols
Xu, Weiliang,Zhou, Yonggui,Wang, Ruimin,Wu, Guotao,Chen, Ping
experimental part, p. 367 - 371 (2012/01/13)
Lithium amidoborane (LiNH2BH3, LiAB for short), is capable of chemoselectively reducing α,β-unsaturated ketones to the corresponding allylic alcohols at ambient temperature. A mechanistic study shows that the reduction is via a double hydrogen transfer process. The protic H(N) and hydridic H(B) in amidoborane add to the O and C sites of the carbonyl group, respectively.
Zinc phthalocyanine with PEG-400 as a recyclable catalytic system for selective reduction of aromatic nitro compounds
Sharma, Upendra,Kumar, Neeraj,Verma, Praveen Kumar,Kumar, Vishal,Singh, Bikram
supporting information; experimental part, p. 2289 - 2293 (2012/09/10)
Zinc phthalocyanine with PEG-400 was established as a catalytic system for chemo and regioselective reduction of aromatic nitro compounds to corresponding amines. A large range of reducible functional groups such as acid, amide, ester, halogen, lactone, nitrile, N-benzyl, O-benzyl, hydroxy and heterocycles were well tolerated. Direct synthesis of benzotriazole from O-dinitrobenzene was achieved for the first time. The present catalytic system was successfully employed for the reduction of carbonyl and ester compounds to corresponding alcohols and reductive amination of benzaldehydes with primary amines to form corresponding secondary amines. Remarkable advantages of the present catalytic method include low loading of metal, avoidance of toxic ligands and high isolated yields. The catalyst was recyclable up to four times without any loss of selectivity and activity.
ALLYLIC ALCOHOLS VIA THE CHEMOSELECTIVE REDUCTION OF ENONE SYSTEMS WITH SODIUM BOROHYDRIDE IN METHANOLIC TETRAHYDROFURAN.
Varma, Rajender S.,Kabalka, George W.
, p. 985 - 990 (2007/10/02)
The selective reducing characteristics of sodium borohydride in a mixed tetrahydrofuran-methanol solvent system toward α,β-unsaturated ketones were investigated; allylic alcohols are procuced in good yield under mild conditions.
