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Notes - Addition of Alkyl Orthoformates to Olefin Oxides

✍ Scribed by Dermer, O.; Slezak, Frank


Book ID
121328925
Publisher
American Chemical Society
Year
1957
Tongue
English
Weight
294 KB
Volume
22
Category
Article
ISSN
0022-3263

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## Abstract The reaction of tris‐crotyl‐boron with vinylic olefins in the presence of triethyl‐aluminium, results in the addition of an α‐methylallyl group and an aluminium atom to the double bond, as indicated by the hydrolysis products. The stereochemical aspect of the reaction is discussed and a

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**The presence of a negative partial charge on the benzylic carbon atom in the transition state** __(1)__ can be deduced from the experimentally determinable Hammett Ο± values. Alkyl radicals R^Λ™^ are accordingly seen to develop nucleophilic properties during addition to olefins. equation image