Short Course in Heterocyclic Chemistry Lecture 8 ... - Ark.chem.ufl.edu
Short Course in Heterocyclic Chemistry Lecture 8 ... - Ark.chem.ufl.edu
Short Course in Heterocyclic Chemistry Lecture 8 ... - Ark.chem.ufl.edu
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S<strong>chem</strong>e 35. Reactions of Isoxazol<strong>in</strong>opyrid<strong>in</strong>ium Cation with Secondary Am<strong>in</strong>es<br />
Acyl derivatives of 1-hydroxybenzotriazole have been widely used <strong>in</strong> peptide synthesis:<br />
the 1-hydroxybenzotriazole anion is a good leav<strong>in</strong>g group there has been considerable<br />
uncerta<strong>in</strong>ty regard<strong>in</strong>g the structure of these compounds: we have recently shown<br />
[91JCS(P2)1545] that O-acyl derivatives are <strong>in</strong>itially formed and rearrange, (<strong>in</strong> a<br />
processes shown to be <strong>in</strong>termolecular by a crossover experiment), <strong>in</strong>to the N-acyl<br />
compounds (S<strong>chem</strong>e 36.)<br />
S<strong>chem</strong>e 36. Cross-Over Experiment for Rearrangement of l-Acyloxybenzotriazoles<br />
32