Journal of the American Chemical Society

Rhodium-catalyzed methylenation of aldehydes

H Lebel, V Paquet

Index: Lebel, Helene; Paquet, Valerie Journal of the American Chemical Society, 2004 , vol. 126, # 1 p. 320 - 328

Full Text: HTML

Citation Number: 79

Abstract

The rhodium-catalyzed methylenation of aldehydes using trimethylsilyldiazomethane and triphenylphosphine produces a variety of terminal alkenes in excellent yields. These mild and nonbasic reaction conditions allow the conversion of enolizable substrates (keto aldehydes and nonracemic α-substituted aldehydes) to terminal alkenes without epimerization. Optimization of the reaction conditions led to the conclusion that a variety of ...

Related Articles:

1, 4-Fragmentatioin of γ-tributylstannyl alcohols by a hypervalent organoiodine compound: a new synthesis of unsaturated carbonyl compounds

[Ochiai, Masahito; Ukita, Tatsuzo; Nagao, Yoshimitsu; Fujita, Eiichi Journal of the Chemical Society, Chemical Communications, 1984 , # 15 p. 1007 - 1008]

Copper-Catalyzed Oxaziridine-Mediated Oxidation of C–H Bonds

[Motiwala, Hashim F.; Guelgeze, Belgin; Aube, Jeffrey Journal of Organic Chemistry, 2012 , vol. 77, # 16 p. 7005 - 7022]

Dimerization and Isomerization Reactions of α-Lithiated Terminal Aziridines

[Hok, Saphon; Schore, Neil E. Journal of Organic Chemistry, 2006 , vol. 71, # 4 p. 1736 - 1738]

Oxidative cyclization of. delta.,. epsilon.-and. epsilon.,. zeta.-unsaturated enol silyl ethers and unsaturated siloxycyclopropanes

[Snider, Barry B.; Kwon, Taesoo Journal of Organic Chemistry, 1992 , vol. 57, # 8 p. 2399 - 2410]

Dimerization and Isomerization Reactions of α-Lithiated Terminal Aziridines

[Hok, Saphon; Schore, Neil E. Journal of Organic Chemistry, 2006 , vol. 71, # 4 p. 1736 - 1738]

More Articles...