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Transmetallation of n-(trialkylstannyl)methylimines. A new method for the generation and cycloaddition of 2-azaallyl anions.

✍ Scribed by William H. Pearson; Daniel P. Szura; William G. Harter

Book ID
104216449
Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
219 KB
Volume
29
Category
Article
ISSN
0040-4039

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✦ Synopsis

Transmetallation of imines 1 at -78' with RLi provided 2-azaallyl anions 2, which readily undergo cycloaddition with olefinic anionophiles, providing pyrrolidines.

Of particular note is the generation of unstabilized 2-azaallyl anions for the first time (Table 1, entries l-3).

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