62763-33-1Relevant academic research and scientific papers
[1,3]-Claisen rearrangement via removable functional group mediated radical stabilization
Alam, Md Nirshad,Dash, Soumya Ranjan,Mukherjee, Anirban,Pandole, Satish,Marelli, Udaya Kiran,Vanka, Kumar,Maity, Pradip
supporting information, p. 890 - 895 (2021/02/01)
A thermal O-to-C [1,3]-rearrangement of α-hydroxy acid derived enol ethers was achieved under mild conditions. The 2-aminothiophenol protection of carboxylic acids facilitates formation of the [1,3] precursor and its thermal rearrangement via stabilization of a radical intermediate. Experimental and theoretical evidence for dissociative radical pair formation, its captodative stability via aminothiophenol, and a unique solvent effect are presented. The aminothiophenol was deprotected from rearrangement products as well as after derivatization to useful synthons.
Enantioselective aerobic oxidation of α-hydroxy-ketones catalyzed by oxidovanadium(V) methoxides bearing chiral, N-salicylidene- tert -butylglycinates
Chen, Chien-Tien,Kao, Jun-Qi,Salunke, Santosh B.,Lin, Ya-Hui
supporting information; experimental part, p. 26 - 29 (2011/03/22)
Chiral oxidovanadium(V) methoxides prepared from 3,5-disubstituted-N- salicylidene-l-tert-butylglycines and vanadyl sulfate in air-saturated MeOH serve as highly enantioselective catalysts for asymmetric aerobic oxidations and kinetic resolution of alkyl, aryl, and heteroaryl α-hydroxy-ketones with differed α-substituents at ambient temperature in toluene or TBME (tert-butyl methyl ether). The best scenarios involve the use of complexes which bear the tridendate templates derived from 3,5-diphenyl- or 3-o-biphenyl-5-nitro-salicyaldehyde. The kinetic resolution selectivities of the aerobic oxidation process are in the range of 12 to >1000 based on the selectivity factors (krel).
Branched-chain keto acid decarboxylase from Lactococcus lactis (KdcA), a valuable thiamine diphosphate-dependent enzyme for asymmetric C - C bond formation
Gocke, Doerte,Nguyen, Cong Luan,Pohl, Martina,Stillger, Thomas,Walter, Lydia,Mueller, Michael
, p. 1425 - 1435 (2008/04/03)
The thiamine diphosphate-dependent, branched-chain 2-keto acid decarboxylase from Lactococcus lactis sup. cremoris Bl157 (KdcA) is a new valuable enzyme for the synthesis of chiral 2-hydroxy ketones. The gene was cloned and the enzyme was expressed as an
Recyclable Polyurea-Microencapsulated Pd(0) Nanoparticles: An Efficient Catalyst for Hydrogenolysis of Epoxides
Ley, Steven V.,Mitchell, Claire,Pears, David,Ramarao, Chandrashekar,Yu, Jin-Quan,Zhou, Wuzong
, p. 4665 - 4668 (2007/10/03)
(Matrix presented) Pd nanoparticles (～2 nm in size) microencapsulated in polyurea is an efficient and recyclable catalyst for reductive ring-opening hydrogenolysis of epoxides, using either HCOOH/Et3N or H2 as a hydrogen donor.
Asymmetric acyloin condensation catalyzed by phenylpyruvate decarboxylase
Guo, Zhiwei,Goswami, Animesh,Mirfakhrae, K. David,Patel, Ramesh N.
, p. 4667 - 4675 (2007/10/03)
Cells obtained from growth of Achromobacter eurydice, Pseudomonas aromatica and Pseudomonas putida on L-phenylalanine containing medium catalyzed the enzymatic acyloin condensation of phenylpyruvic acid 1 and acetaldehyde 2 by phenylpyruvate decarboxylase
ADDITION OF ORGANOMAGNESIUM REAGENTS TO CYANOHYDRIN-O-SILYL ETHERS: AN EFFICIENT AND FLEXIBLE SYNTHESIS OF UNSYMMETRICALLY SUBSTITUTED ACYLOINS
Gill, Melvyn,Kiefel, Milton J.,Lally, Deborah A.
, p. 1933 - 1934 (2007/10/02)
Acyloins are prepared in high yields via reaction between Grignard reagents and O-trimethylsilyl ethers of aldehyde cyanohydrins: the method is particularly useful for the preparation of discrete acyloins in which the substituens are unsymmetrically dispo
PALLADIUM(0) CATALYSED ISOMERISATION OF 2,3-EPOXY ALCOHOLS TO α AND β- HYDROXY KETONES
Vankar, Yashwant D.,Chaudhuri, Narayan C.,Singh, Surendra P.
, p. 1621 - 1626 (2007/10/02)
Isomerisation of 2,3-epoxy alcohols possessing an aryl group at 1 and/or 3 position, with Pd(PPh3)4 leads to formation of α and β-hydroxy ketones.
