Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1383683 | Carbohydrate Research | 2014 | 8 Pages |
Abstract
•Carbohydrate fused α-amino-γ-lactams were synthesized stereoselectively.•Carbohydrate fused γ-lactams were synthesized.•An α-amino-γ-lactam was extended to the synthesis of a glucopeptide.
α-Amino γ-lactams have been synthesized from carbohydrate derived cyclopropanecarboxylates using N-iodosuccinimide (NIS) and NaN3. Cyclopropane ring opening with NIS and NaN3 in different solvents has been studied. Reductive cyclization of the intermediate di-azides leads to the carbohydrate fused α-amino γ-lactam and γ-lactams. Additionally, the methodology has been successfully extended to the synthesis of a glycopeptide.
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Related Topics
Physical Sciences and Engineering
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Organic Chemistry
Authors
Gade Kishore, Vibha Gautam, Srinivasan Chandrasekaran,