Journal of the American Chemical Society

On the nucleophilic nature of a TMM-PdL2 intermediate: a direct palladium catalyzed addition of trimethylenemethane to heteroatom unsaturation

BM Trost, PJ Bonk

Index: Trost, Barry M.; Bonk, Peter J. Journal of the American Chemical Society, 1985 , vol. 107, # 26 p. 8277 - 8279

Full Text: HTML

Citation Number: 33

Abstract

(€ 3 summarize the results. Remarkably, reaction proceeds at or near room temperature (entries 1-3, 6, 9) although normally we found it convenient and more general to use refluxing dioxane. The chemoselectivity is excellent. Most surprising is the lack of cycloaddition to the double bond of a, P-unsaturated aldehydes (entries 4 and 5). The steroid (entry 9) shows the compatibility of other carbonyl functionalities. Apparently, our ...

Related Articles:

Diastereoselective [3+ 2]-type heterocyclic synthesis via [2-(acetoxymethyl)-3-allyl] tri-n-butylstannane

[Trost, Barry M.; Bonk, Peter J. Journal of the American Chemical Society, 1985 , vol. 107, # 6 p. 1778 - 1781]

Diastereoselective [3+ 2]-type heterocyclic synthesis via [2-(acetoxymethyl)-3-allyl] tri-n-butylstannane

[Trost, Barry M.; Bonk, Peter J. Journal of the American Chemical Society, 1985 , vol. 107, # 6 p. 1778 - 1781]

Tetrahydrofuran derivatives from epoxides via group transfer cyclization or reductive radical cyclization of organotellurium and organoselenium intermediates

[Engman, Lars; Gupta, Vijay Journal of Organic Chemistry, 1997 , vol. 62, # 1 p. 157 - 173]

Reductive cyclization of 2-[(2-propynyl) oxy] ethyl bromides by a cobalt complex, cobaloxime (I). A new method for the synthesis of. alpha.-methylene-. gamma.- …

[Okabe, Masami; Abe, Masayoshi; Tada, Masaru Journal of Organic Chemistry, 1982 , vol. 47, # 9 p. 1775 - 1777]

A new Ru catalyst for alkene alkyne coupling

[Trost, Barry M.; Toste, F. Dean Tetrahedron Letters, 1999 , vol. 40, # 44 p. 7739 - 7743]

More Articles...