On October 17, 2005, Kinoshita, Hironori; Takahashi, Natsuko; Iwamura, Tatsunori; Watanabe, Shin-ichi; Kataoka, Tadashi; Muraoka, Osamu; Tanabe, Genzoh published an article.Electric Literature of 168297-86-7 The title of the article was Synthesis of 3-sulfanylpropanols containing three consecutive stereocenters via tandem Michael-aldol reaction of enoyl thioamides with acetals as key reaction. And the article contained the following:
(2S,3S,1’R)-2-(α-Methoxybenzyl)-3-phenyl-3-sulfanylpropionamides were diastereoselectively prepared by the reaction of N-cinnamoyl-4S-isopropyl-5,5-dimethyloxazolidinethione with acetals in the presence of SnCl4. The absolute configuration of the three newly created contiguous stereocenters was determined by the x-ray anal. of the disulfide [orthorhombic, space group P212121, a 20.404(4), b 23.153(3), c 11.679(3) Å, V 5517(1) Å3, Z 4]. The amides were transformed into propanols by the reductive removal of the oxazolidinone moiety. The experimental process involved the reaction of (S)-4-Isopropyl-5,5-dimethyloxazolidin-2-one(cas: 168297-86-7).Electric Literature of 168297-86-7
The Article related to sulfanylpropanol asym synthesis, enoyl thioamide acetal tandem stereoselective michael aldol, oxazolidinyloxopropyl disulfide preparation mol crystal structure, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Alcohols and Thiols and other aspects.Electric Literature of 168297-86-7
Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem