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The acetolysis of 2-acetoxyalkyltellurium trihalides

✍ Scribed by Robert D. Miess; Daniel H. O'Brien

Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
202 KB
Volume
9
Category
Article
ISSN
1042-7163

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✦ Synopsis

The reaction of six 2-acetoxyalkyltellurium trihalides in refluxing dry acetic acid yields haloacetates in addition to the previously observed diacetates. The haloacetates are formed either through direct cleavage of the carbon-tellurium bond with retention of configuration or through initial formation of a neighboring group intermediate that is subsequently attacked by halide ion. Added lithium acetate leads to an increase in S N 2 attack on the tellurium carbon.

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