The Journal of Organic Chemistry

Reaction of allylic and benzylic methyl ethers with sodium and trimethylchlorosilane. Evidence for the intermediacy of allylic radicals and anions

D Tzeng, WP Weber

Index: Tzeng, Dongjaw; Weber, William P. Journal of Organic Chemistry, 1981 , vol. 46, # 2 p. 265 - 267

Full Text: HTML

Citation Number: 30

Abstract

Approximately equimolar amounts of deuterated and undeuterated nitrones (6. Table I) were weighed into Pyrex tubes. The appropriate dry solvent (freshly distilled) was added with a pipet. The solutions were degassed and the tubes sealed under vacuum. The tubes were heated in a constant temperature bath at 144 f 0.1 OC. In one experiment the decomposition was performed at 173 & 0.1 OC. After a time required for 99.9% reaction, the O- ...

~66%

~50%

~2%

~38%

~52%

~69%

~52%

~53%

~83%

~82%

Palladium-catalyzed carbonylation of arylmethyl halides: eff...

[Jones, Ray V.H.; Lindsell, W. Edward; Palmer, Daniel D.; Preston, Peter N.; Whitton, Alan J. Tetrahedron Letters, 2005 , vol. 46, # 50 p. 8695 - 8697]

New method for the synthesis of benzyl alkyl ethers mediated...

[Joshi, Girdhar; Adimurthy, Subbarayappa Synthetic Communications, 2011 , vol. 41, # 5 p. 720 - 728]

BiBr 3, an efficient catalyst for the benzylation of alcohol...

[Boyer, Bernard; Keramane, El-Mehdi; Roque, Jean-Pierre; Pavia, Andre A. Tetrahedron Letters, 2000 , vol. 41, # 16 p. 2891 - 2894]

Reductive etherification of aldehydes photocatalyzed by dica...

[Argouarch, Gilles; Grelaud, Guillaume; Roisnel, Thierry; Humphrey, Mark G.; Paul, Frederic Tetrahedron Letters, 2012 , vol. 53, # 37 p. 5015 - 5018]

Efficient method for the reductive cleavage of acetals and k...

[Kotsuki, Hiyoshizo; Ushio, Yasuyuki; Yoshimura, Naka; Ochi, Masamitsu Journal of Organic Chemistry, 1987 , vol. 52, # 12 p. 2594 - 2596]