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A short synthesis of chiral peraza-macrocycles through opening of cyclic sulfamidates

✍ Scribed by B.Moon Kim; Soon Mog So

Book ID
104262326
Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
270 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

Efficient and general synthetic methods for novel chiral peraza-macrocycles have been developed. Sequential reactions of the known cyclic sulfamidate 4 derived from N-benzyl-L-serine methyl ester with pmethoxybenzylamine provided a symmetric triamine 3, which served as a building block for the construction of various chiral peraza-macrocycles. Reaction of the triamine with a proper connecting unit provided [ 18]-N6 or

[10]-N3 chiral peraza-macrocycles.

πŸ“œ SIMILAR VOLUMES

ChemInform Abstract: Synthesis of a Thio
ChemInform Abstract: Synthesis of a Thio-Analogue of Lewis X by Regioselective Opening of Cyclic Sulfamidates.
✍ B. AGUILERA; A. FERNANDEZ-MAYORALAS πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 28 KB πŸ‘ 2 views

Synthesis of a Thio-Analogue of Lewis X by Regioselective Opening of Cyclic Sulfamidates. -The synthesis of the title analogue (I) contains linking of galactose and allosamine, protected by a p-methoxyphenyl group at O-6 (higher yield), transformation into cyclic sulfamidate, and its regioselective

Synthesis of the Spermidine Alkaloids (βˆ’
Synthesis of the Spermidine Alkaloids (βˆ’)-(2R,3R)- and (βˆ’)-(2R,3S)-3-Hydroxycelacinnine: Macrocyclization with Oxirane-Ring Opening and Inversion via Cyclic Sulfamidates
✍ Nikolaiβ€…A. Khanjin; Manfred Hesse πŸ“‚ Article πŸ“… 2003 πŸ› John Wiley and Sons 🌐 German βš– 413 KB

## Abstract The two epimers (βˆ’)‐**1a** and (βˆ’)‐**1b** of the macrocyclic lactam alkaloid 3‐hydroxycelacinnine with the (2__R__,3__R__) and (2__R__,3__S__) absolute configurations, respectively, were synthesized by an alternative route involving macrocyclization with the regio‐ and stereoselective o