𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Stereoselective synthesis of 4-substituted cis-3-(α-hydroxyethyl)-pyrrolidine-2-ones

✍ Scribed by Annett Bartels; Peter G. Jones; Jürgen Liebscher

Publisher
Elsevier Science
Year
1997
Tongue
English
Weight
246 KB
Volume
8
Category
Article
ISSN
0957-4166

No coin nor oath required. For personal study only.

✦ Synopsis

Michael-addition of nitromethane anion to 5-ylidene-1,3-dioxane-4-ones 2 gives high yields of 5-(13-nitroalkyl)-l,3-dioxane-4-ones 3 and 4 with a preponderance of 3 (reattack). Hydrogenation of the products in the presence of Raney-Ni affords optically active 4-substituted cis-3-(o~-hydroxyethyl)-pyrrolidine-2-ones 6.

📜 SIMILAR VOLUMES

A novel, general, totally stereoselectiv
A novel, general, totally stereoselective one-pot synthesis of cis-3-substituted 4-formylazetidin-2-ones
✍ Benito Alcaide; Yolanda Martín-Cantalejo; Joaquín Plumet; Julián Rodríguez-López 📂 Article 📅 1991 🏛 Elsevier Science 🌐 French ⚖ 275 KB

## A general , totally stereoselectrve one-pot synthesis of cls-3-substttuted-+formylazetrdtn-2-ones based upon the reacuon of actd chlorides and 1,4-b~s-(4-methoxyphenyl)-I,4-drazabuta-IJ-d~ene, as synthettc equrvalent of the correspondmg unknown a-formyhmtne, has been developed Appropnately as-s

Radical cyclization via dichloromethyl r
Radical cyclization via dichloromethyl radical. Stereoselective synthesis of cis-2,4-disubstituted pyrrolidine derivatives.
✍ Yoshihiko Watanabe; Yoshio Ueno; Chie Tanaka; Makoto Okawara; Takeshi Endo 📂 Article 📅 1987 🏛 Elsevier Science 🌐 French ⚖ 226 KB

Allyl-2,2,2-trichloroethylamine derivatives 3 were cyclized via dichloromethyl radical to afford selectively cis-2,4-disubstituted pyrrolidine derivatives 4 by the treatment with tributyltin hydride under radical conditions.

Efficient synthesis of 5-(2-hydroxyethyl
Efficient synthesis of 5-(2-hydroxyethyl)-2-phenylimino- 1,3-thiazolidin-4-ones and 5-(2-hydroxyethyl)-2-phenylamino-4,5-dihydro-1,3-thiazol-4-ones
✍ Jiří Váňa; Jiří Hanusek; Aleš Růžička; Miloš Sedlák 📂 Article 📅 2009 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 159 KB 👁 1 views

## Abstract magnified image A new method for the synthesis of substituted 5‐(2‐hydroxyethyl)‐2‐phenylimino‐1,3‐thiazolidin‐4‐ones and 5‐(2‐hydroxyethyl)‐2‐phenylamino‐4,5‐dihydro‐1,3‐thiazol‐4‐ones is described, starting from phenylthioureas and 3‐bromotetrahydrofuran‐2‐one. The reaction proceeds