Stereoselective synthesis of (±)-threo-2-amino-1-(4-nitrophenyl)-1, 3-propanediol

O Červinka, V Dudek, A Fábryová, J Kolář…

Index: Cervinka, Otakar; Dudek, Vaclav; Fabryova, Anna; Kolar, Jiri; Lukac, Juraj; et al. Collection of Czechoslovak Chemical Communications, 1989 , vol. 54, # 10 p. 2748 - 2752

Full Text: HTML

Citation Number: 4

Abstract

Abstract Addition of hypobromic acid to styrene afforded styrene bromohydrin (I) which was dehydrated to ω-bromostyrene (II). Prince reaction of II with aqueous formaldehyde gave 5- bromo-4-phenyl-1, 3-dioxane (III). The bromine atom in III was replaced with amino group by treatment with methanolic ammonia at 150 C and 6–8 MPa and the obtained threo-5-amino- 4-phenyl-1, 3-dioxane (IVa) was hydrolyzed to give (±)-threo-2-amino-1-phenyl-1, 3- ...

Related Articles:

Unexpected chemoselective debromination and reduction of 1, 1-dibromo-1-alkenes mediated by samarium metal in methanol

[Wang, Lei; Li, Pinhua; Xie, Yuanyuan; Ding, Yanbin Synlett, 2003 , # 8 p. 1137 - 1140]

Novel System for Decarboxylative Bromination of. ALPHA.,. BETA.-Unsaturated Carboxylic Acids with Diacetoxyiodobenzene

[Fursule, Ravindra Abhykumar; Patil, Pravin Onkar; Shewale, Bharti Devaji; Kosalge, Satish Bhaskar; Deshmukh, Prashant Krishnarao; Patil, Dilip Ashok Chemical and Pharmaceutical Bulletin, 2009 , vol. 57, # 11 p. 1243 - 1245]

Synthesis of acetylenes via dehydrobromination using solid anhydrous potassium phosphate as the base under phase-transfer conditions

[Tetrahedron Letters, , vol. 53, # 18 p. 2295 - 2297]

A simple microwave-assisted preparation of 2-bromo-1-alkenes from 1-alkynes using the LiBr–TMSCl–TEAB reagent system

[Tetrahedron Letters, , vol. 52, # 24 p. 3124 - 3127]

Preparation of (Z)-1-Halo-1-alkenes and (Z)-1-Halo-2-alkoxy-1-alkenes Using Cr (II/III) and Fe (0)

[Falck; He, Anyu; Bejot, Romain; Mioskowski, Charles Synlett, 2006 , # 16 p. 2652 - 2654]

More Articles...