Journal of the American Chemical Society

Kinetics of the Reactions of Carboxonium Ions and Aldehyde Boron Trihalide Complexes with Alkenes and Allylsilanes

H Mayr, G Gorath

Index: Mayr, Herbert; Gorath, Gorden Journal of the American Chemical Society, 1995 , vol. 117, # 30 p. 7862 - 7867

Full Text: HTML

Citation Number: 42

Abstract

Abstract: Second order rate constants for the reactions of carboxonium ions Ar (MeO) CH+ and aldehyde-boron trihalide complexes ArCH= O-BX3 with allylsilanes and alkenes have been determined in CH2C12 solution. The relative reactivities of these electrophiles are almost independent of the nature of the n-nucleophiles, and it is possible to give an averaged reactivity order. For the electrophiles PhCH= O-BS, PhCH= O-BCh Ph@- ...

Related Articles:

Deoxygenative allylation of benzyl acetates and cinnamyl alcohols catalyzed by molecular iodine

[Yadav; Reddy, B. V. Subba; Reddy, A. Srinivas; Eeshwaraiah Chemistry Letters, 2007 , vol. 36, # 12 p. 1500 - 1501]

Preparation of 4??Arylcyclopentenes by Sequential Diallylation of Arylaldehydes and Ring??Closing Metathesis

[Durand, Anne-Catherine; Brahmi, Lamia; Lahrech, Mokhtar; Hacini, Salih; Santelli, Maurice Synthetic Communications, 2005 , vol. 35, # 13 p. 1825 - 1833]

Synthesis of cyclic ethers utilizing a cyclization–fragmentation strategy

[Ockey, Denise A.; Lane, David R.; Seeley, Juliette A.; Schore, Neil E. Tetrahedron, 2000 , vol. 56, # 5 p. 711 - 717]

Enhancement of Lewis acidity by ligand-defined metal geometry: A catalytic allylation of aldehydes with allyltrimethylsilane

[Kanai, Motomu; Kuramochi, Akiyoshi; Shibasaki, Masakastu Synthesis, 2002 , # 14 p. 1956 - 1958]

Synthesis of cyclic ethers utilizing a cyclization–fragmentation strategy

[Ockey, Denise A.; Lane, David R.; Seeley, Juliette A.; Schore, Neil E. Tetrahedron, 2000 , vol. 56, # 5 p. 711 - 717]

More Articles...