Tetrahedron letters

Direct access to functionalised allylsilanes: The cerium (III) mediated grignard reaction of functionalised esters and lactones.

TV Lee, JR Porter, FS Roden

Index: Lee, Thomas V.; Porter, John R.; Roden, Frances S. Tetrahedron Letters, 1988 , vol. 29, # 39 p. 5009 - 5012

Full Text: HTML

Citation Number: 18

Abstract

Abstract The use of cerium (III) chloride alters the chemoselectivity of the reaction of the Grignard reagent (1) with ester-acetals and also greatly improves the efficiency of reaction with lactones. In addition it gives improved preparations of the useful intermediates (8),(11) and (12) giving direct access to valuable functionalised allylsilanes of use in annulation reactions.

Related Articles:

Radical Allylations with Trimethyl [2-[(tributylstannyl) methyl]-2-propenyl] silane or Trimethyl [2-[(triphenylstannyl)-methyl]-2-propenyl] silane

[Clive, Derrick L. J.; Paul, Christine Chua; Wang, Zhongren Journal of Organic Chemistry, 1997 , vol. 62, # 20 p. 7028 - 7032]

Ruthenium η4-Trimethylenemethane Complexes Containing Tripodal Phosphanomethylamine Ligands

[Jones, Michael D.; Kemmitt, Raymond D. W.; Platt, Andrew W. G. Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999), 1986 , p. 1411 - 1418]

Convenient alternative approach to 2-(acetoxymethyl)-3-(trimethylsilyl) propene

[Trost, Barry M.; Buch, Michael; Miller, Maria L. Journal of Organic Chemistry, 1988 , vol. 53, # 20 p. 4887 - 4888]

A [3+ 2] annulation procedure for methylenecyclopentanes

[Tetrahedron Letters, , vol. 21, # 47 p. 4557 - 4560]

More Articles...