ALLYLATION REACTIONS BY USING ALLYLSTANNANES IN THE PRESENCE OF A LEWIS ACID
- 5 August 1979
- journal article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 8 (8), 977-980
- https://doi.org/10.1246/cl.1979.977
Abstract
Allylations of various carbon electrophiles such as carbonyl compounds, acetals, and α,β-enones with allylstannanes promoted by bis(diethylaluminum)sulfate or boron trifluoride etherate are described. Merits and demerits of using allylstannanes in syntheses instead of allylsilanes are also discussed.This publication has 16 references indexed in Scilit:
- Synthesis of naturally occurring quinones. Part 3. Allylation of quinones with allyltin reagents. New synthesis of coenzyme Q1 and plastoquinone-1The Journal of Organic Chemistry, 1978
- Chemistry of organosilicon compounds. 106. .alpha.-Siloxyallylsilanes as homoenolate anion equivalents. A novel synthesis of .gamma.-keto aldehydesThe Journal of Organic Chemistry, 1978
- Rhodium catalysis of allylic oxidations with molecular oxygen. .beta.-Silyl-2-cycloalkenonesThe Journal of Organic Chemistry, 1978
- Chemistry of carbanions. 32. Formation of the perhydroazulene system by intramolecular alkylationThe Journal of Organic Chemistry, 1978
- Chemistry of organosilicon compounds. 99. Conjugate addition of allylsilanes to .alpha.,.beta.-enones. A New method of stereoselective introduction of the angular allyl group in fused cyclic .alpha.,.beta.-enonesJournal of the American Chemical Society, 1977
- Photoelectron spectra of cyclopropylcarbinyltrimethyltin and allyltrimethyltin : A comparison of σ-σ and σ-π conjugationJournal of Organometallic Chemistry, 1974
- Theory and application of photoelectron spectroscopy : V. The nature of bonding in vinyl- and allylsilanes: The effects of σ-π (hyperconjugation) and pπ-dπ conjugation in these compoundsJournal of Organometallic Chemistry, 1972
- σ-π Conjugation: occurrence and magnitudePure and Applied Chemistry, 1972
- Vertical stabilization of cations by neighboring .sigma. bonds. General considerationsJournal of the American Chemical Society, 1971
- Réactivité des composés organostanniques de type allylique: quelques nouveaux cas de transposition allyliqueJournal of Organometallic Chemistry, 1971