Abstract
Nucleophilic attack on seven-membered-ring oxocarbenium ions is generally highly stereoselective. The preferred mode of nucleophilic attack forms the product in a conformation that minimizes transannular interactions, thus leading to different stereoselectivity as compared to that of reactions involving six-membered-ring oxocarbenium ions.
Original language | English (US) |
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Pages (from-to) | 1816-1819 |
Number of pages | 4 |
Journal | Angewandte Chemie - International Edition |
Volume | 55 |
Issue number | 5 |
DOIs | |
State | Published - Jan 26 2016 |
Keywords
- carbocations
- carbohydrates
- conformational analysis
- electrostatic effects
- stereoselectivity
ASJC Scopus subject areas
- Catalysis
- General Chemistry