22094-21-9Relevant academic research and scientific papers
Formyloxyacetoxyphenylmethane as an N-Formylating Reagent for Amines, Amino Acids, and Peptides
Chapman, Robert S. L.,Lawrence, Ruth,Williams, Jonathan M. J.,Bull, Steven D.
supporting information, p. 4908 - 4911 (2017/09/23)
Formyloxyacetoxyphenylmethane is a stable, water-tolerant, N-formylating reagent for primary and secondary amines that can be used under solvent-free conditions at room temperature to prepare a range of N-formamides, N-formylanilines, N-formyl-α-amino acids, N-formylpeptides, and an isocyanide.
Lead(IV) acetate mediated cleavage of β-hydroxy ethers: Enantioselective synthesis of α-acetoxy carbonyl compounds
Alvarez-Manzaneda, Enrique,Chahboun, Rachid,Alvarez, Esteban,Alvarez-Manzaneda, Ramón,Mu?oz, Pedro E.,Jimenez, Fermín,Bouanou, Hanane
experimental part, p. 8910 - 8917 (2011/12/01)
α-Acetoxy aldehydes or α-acetoxy ketones can be efficiently synthesized by treating 2,3-epoxy primary alcohols with lead tetraacetate. The reaction, which proceeds with complete regio- and stereoselectivity facilitates the enantioselective synthesis of α-acetoxy carbonyl compounds from allyl alcohols, via Sharpless epoxidation. Cyclic β-hydroxy ethers, with an oxygenated five-, six- or seven-membered ring, are transformed into α-acetoxy ethers.
New Odorless Protocols for the Synthesis of Aldehydes and Ketones from Thiol Esters
Miyazaki, Tohru,Han-Ya, Yuki,Tokuyama, Hidetoshi,Fukuyama, Tohru
, p. 477 - 480 (2007/10/03)
Dodecanethiol esters derived from odorless dodecanethiol proved to be suitable substrates for Pd-catalyzed reduction with triethylsilane, coupling with organozinc reagents, and coupling with terminal acetylenes.
Highly enantioselective reaction of lithiated N-Boc-thiazolidine: A new chiral formyl anion equivalent
Wang, Libo,Nakamura, Shuichi,Toru, Takeshi
, p. 2168 - 2169 (2007/10/03)
Reaction of lithiated N-Boc-thiazolidine 1 with various aldehydes in the presence of (-)-sparteine afforded the products with up to 93% ee. The reaction was confirmed to proceed through a dynamic thermodynamic resolution pathway. Each diastereomeric alcohol could be converted to the corresponding optically active 1,2-ethanediols.
Reduction of ethanethiol esters to aldehydes
Tokuyama, Hidetoshi,Yokoshima, Satoshi,Lin, Shao-Cheng,Li, Leping,Fukuyama, Tohru
, p. 1121 - 1123 (2007/10/03)
Reduction of ethanethiol esters of α-amino acids to α-amino aldehydes by triethylsilane and catalytic palladium-on-carbon is described. α-Amino aldehydes with Boc, Cbz, or Fmoc protection could be obtained without racemization in high yield.
SYNTHETIC APPLICATION OF PHENYLTHIO- AND PHENYLSULFONYLMETHYL ETHERS TO ALDEHYDES, METHYLALS, CARBOXYLIC ACIDS, AND ENOL OR DIENOL ETHERS
Mandai, Tadakatsu,Hara, Kiyomi,Nakajima, Tsukasa,Kawada, Mikio,Otera, Junzo
, p. 4993 - 4996 (2007/10/02)
Novel synthetic application of the title compounds to aldehydes, methylals, carboxylic acids, and enol or dienol ethers has been newly developed.
