133148-55-7Relevant academic research and scientific papers
Stereocontrolled Addition of Propionate Homoenolate Equivalents to Chiral α-Amino Aldehydes
DeCamp, Ann E.,Kawaguchi, Alan T.,Volante, R. P.,Shinkai, Ichiro
, p. 1867 - 1870 (1991)
A highly efficient route is presented for preparation of the medicinally important hydroxyester and lactone intermediates 1 and 2 from chiral α-amino aldehydes via homoenolate methodology.Several reaction variables were found to influence the ratio of che
Synthesis of γ- and δ-lactones from alkynols
Tiecco, Marcello,Testaferri, Lorenzo,Temperini, Andrea,Terlizzi, Raffaella,Bagnoli, Luana,Marini, Francesca,Santi, Claudio
, p. 587 - 590 (2007/10/03)
The reaction of alkynyl phenyl selenides with p-toluene-sulfonic acid gives rise to a proton-induced ring-closure reaction affording γ- and δ-lactones. Georg Thieme Verlag Stuttgart.
One-step highly diastereoselective synthesis of γ-aminoalkyl-substituted γ-butyrolactones by an asymmetric samarium-mediated ketyl-alkene coupling reaction
Fukuzawa, Shin-Ichi,Miura, Manabu,Saitoh, Takahide
, p. 2042 - 2044 (2007/10/03)
The samarium(II) iodide mediated reaction of N,N-dibenzyl-protected (S)-α-amino aldehydes with (1S,2R)-N-methylephedrinyl acrylate gave the (4R, 1′S)-γ-(aminoalkyl)-γ-butyrolactones in good yields with high diastereoselectivities (up to 80% de); (4R, 1′S)γ-amino-(2-phenylethyl)-γ-butyrolactone (6a), which should be a potent precursor for γ-secretase inhibitors, was obtained with high de value.
Stereocontrolled convergent synthesis of hydroxyethylene dipeptide isosteres by the reaction of α-amino aldehyde with alkoxytitanium homoenolates
Kano,Yokomatsu,Shibuya
, p. 233 - 236 (2007/10/02)
The reaction of (S)-α-dibenzylamino aldehydes with dichloroisopropoxytitanium ester homoenolates gave the corresponding γ-aminoalkyl γ-lactones with high erythro selectivity. The same reaction by the use of amide homoenolates also afforded the correspondi
