105414-01-5Relevant articles and documents
Efficient ball-mill procedure in the 'green' asymmetric aldol reaction organocatalyzed by (S)-proline-containing dipeptides in the presence of water
Hernandez, Jose G.,Juaristi, Eusebio
, p. 6953 - 6959 (2011)
The organocatalytic activity of (S)-proline-based dipeptides 1a-c has been evaluated in the asymmetric aldol reaction between representative ketones with various aromatic aldehydes under solvent-free conditions in a ball mill. In particular, the methyl ester of (S)-proline-(S)-tryptophan, (S,S)-1c, proved to be an efficient organocatalyst, and the aldol reaction proceeded with good chemical yields and excellent diastereo- and enantioselectivity (up to 98:2 anti/syn dr and up to 98% ee), in the presence of water, and 5 mol % of benzoic acid as additive.
A chiral amino-naphthalene-derived prolinamide catalyst for the enantioselective Michael addition of ketones to nitroolefins
Yu, Chuanming,Zhang, Ke,Shi, Xiangjun
, p. 278 - 282 (2012/09/25)
An enantioselective Michael addition of ketones to nitroolefins has been accomplished using a novel chiral aminonaphthalenederived prolinamides catalyst 1. The desired Michael adducts were obtained in high yields (up to 93%) as well as good diastereoselectivities (>99:1) and enantioselectivities (48%-99% ee).
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.