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Neighbouring group effects on regioselectivity of wittig reactions with maleic anhydrides

✍ Scribed by Margaret M. Kayser; Livain Breau

Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
226 KB
Volume
29
Category
Article
ISSN
0040-4039

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✦ Synopsis

Condensations of stabilized Wittig reagent 1 with a variety of substituted maleic anhydrides are discussed. It is proposed that the alkoyy substituents can act as Lewis bases towards the phosphorus of the ylid. Such conplexation, stabilizing the transition state for the reaction at the neighbouring carbonyl function, is an inportant factor in regioselectivity control.

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