✦ LIBER ✦

ChemInform Abstract: Practical Route to D-Manno and D-Gluco Azasugars from C2-Symmetric Bis- Aziridines.

✍ Scribed by I. MCCORT; A. DUREAULT; J.-C. DEPEZAY

Publisher: John Wiley and Sons
Year: 2010
Weight: 32 KB
Volume: 28
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199707230

No coin nor oath required. For personal study only.

✦ Synopsis

Practical Route to D-Manno and D-Gluco Azasugars from C2-Symmetric Bis-Aziridines.

-Ring opening of the bis-aziridine (I) with oxygen nucleophiles such as (II) or water results in formation of the tetrasubstituted pyrrolidines (III) and (V) with D-gluco configuration and the piperidines (IV) and (VI) with D-manno configuration. Furthermore, nitrous deamination of the pyrrolidine (VII), previously prepared from (I), gives a mixture of the cyclic carbamate protected pyrrolidines ( VIII) and (IX) which is deprotected to the 2,5-imino-D-glucitol (X). -(MCCORT, I.; DUREAULT,

📜 SIMILAR VOLUMES

ChemInform Abstract: A Route to 3-Deoxy-

ChemInform Abstract: A Route to 3-Deoxy-4-O-methyl-D-manno-oct-2-ulosonic Acid (4-O-Methyl- KDO) and Its D-gluco Isomer Derivatives.

✍ Z. PAKULSKI; A. ZAMOJSKI 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 32 KB 👁 2 views

ChemInform Abstract: Preparation of 2-C-

ChemInform Abstract: Preparation of 2-C-Hydroxymethyl-D-mannose and -D-glucose and Their Stereospecific and Irreversible Rearrangements to D-gluco- and D-manno- Heptulose under the Conditions of the Bilik Reaction.

✍ L. PETRUS; Z. HRICOVINIOVA; M. PETRUSOVA; M. MATULOVA 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 29 KB

Preparation of 2-C-Hydroxymethyl-D-mannose and -D-glucose and Their Stereospecific and Irreversible Rearrangements to D-glucoand D-manno-Heptulose under the Conditions of the Bilik Reaction. -A new method for the synthesis of the heptuloses (IV) and (V) by molybdic acid-catalyzed carbon skeleton re

ChemInform Abstract: Intramolecular Cycl

ChemInform Abstract: Intramolecular Cyclization of C2 Symmetric and meso-Iodo Amino Alcohols: A Synthetic Approach to Azasugars.

✍ S. H. KANG; D. H. RYU 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 32 KB 👁 2 views

Intramolecular Cyclization of C2 Symmetric and meso-Iodo Amino Alcohols: A Synthetic Approach to Azasugars. -Hydrolysis of meso-(I) followed by Boc-protection provides a mixture of 4 azasugars (III)-(VI). They can be elaborated into a number of derivatives. Furthermore, acidic cleavage of (I) follo

ChemInform Abstract: Enantioselective Ad

ChemInform Abstract: Enantioselective Addition of Organolithium Reagents to Imines Mediated by C2-Symmetric Bis(aziridine) Ligands.

✍ P. G. ANDERSSON; F. JOHANSSON; D. TANNER 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 34 KB 👁 1 views

ChemInform Abstract: The Asymmetric Synt

ChemInform Abstract: The Asymmetric Synthesis and Conformational Analysis of New C2-Symmetric Macrocycles Derived from Head-to-Head Linked α-Amino Acids and Benzene or Pyridine.

✍ Patrick D. Bailey; Simon R. L. Everitt; Keith M. Morgan; Andrew G. Brewster 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 33 KB 👁 2 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v