Abstract
The present contribution discloses a simple and unexpected acid-catalyzed cleavage of tetrahydrotetrazines leading to 1,2-bis(hydrazones). Incorporation of a chiral fragment derived from carbohydrates enables the rapid preparation of glycosazones, a family of compounds employed by Emil Fischer to elucidate the configuration of sugars. In addition, a mechanistic proposal accounts for experimental observations.
Original language | English (US) |
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Pages (from-to) | 2378-2381 |
Number of pages | 4 |
Journal | Journal of Organic Chemistry |
Volume | 67 |
Issue number | 7 |
DOIs | |
State | Published - Apr 5 2002 |
ASJC Scopus subject areas
- Organic Chemistry