Abstract
The chemistry of phosphonamide stabilized allylic carbanions derived from the 1,2-addition of tervalent phosphorus siloxanes with α,β-unsaturated aldehydes has been studied. An in situ synthesis of allylic α-silyloxyphosphonamides, followed by metalation and regioselective γ-alkylation of the allylic carbanion, yields a versatile “active ester”. Transesterification under mild conditions gives esters and lactones and defines a new homoenolate equivalency.
Original language | English (US) |
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Pages (from-to) | 371-378 |
Number of pages | 8 |
Journal | Journal of the American Chemical Society |
Volume | 101 |
Issue number | 2 |
DOIs | |
State | Published - Feb 1 1979 |
Externally published | Yes |
ASJC Scopus subject areas
- Catalysis
- General Chemistry
- Biochemistry
- Colloid and Surface Chemistry