The reaction of aldehydes with oxido ylides shows a dramatic dependence of alkene stereochemistry on the distance between oxygen and phosphorus atoms; ylides with proximal 0 and P atoms favor production of g alkenes. The high r stereoselectivity with r-oxido ylides is not mainly attributable to intr
Mechanistic aspects of the reaction of some phosphonium ylides with alkyl propynoates.
✍ Scribed by Jose Barluenga; Fernando Lopez; Francisco Palacios; Francisco Sánchez-Ferrando
- Publisher
- Elsevier Science
- Year
- 1988
- Tongue
- French
- Weight
- 235 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The reaction of alkoxycarbonylmethylentriphenylphosphonium ylides 1 with alkyl propynoates 2 in dichlormethane proceeds via [2+2]cycloaddition rather than Michael addition, to lead to stabilised phosphonium ylides.
In the course of our investigations into the reactivity of acetylendicarboxilic acid esters 2 with phospha-x 5 -azenes' 1 and the related iso-
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