Tetrahedron letters

Lanthanum metal-assisted cyclopropanation of alkenes with gem-dihaloalkanes

Y Nishiyama, H Tanimizu, T Tomita

Index: Nishiyama, Yutaka; Tanimizu, Hana; Tomita, Tsuyoshi Tetrahedron Letters, 2007 , vol. 48, # 36 p. 6405 - 6407

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Citation Number: 3

Abstract

It was confirmed that lanthanum metal was an efficient reagent for the reductive dehalogenation of gem-dihaloalkanes. When gem-dihaloalkanes were allowed to react with lanthanum metal in the presence of alkenes, cyclopropanation of the alkenes occurred under mild conditions giving the corresponding cyclopropanes in moderate to good yields.

~51%

~78%

~64%

~70%

~78%

~47%

Oxidative cleavage of cyclopropanes. IV. Kinetics of the cle...

[Ouellette,R.J. et al. Journal of the American Chemical Society, 1968 , vol. 90, p. 1619 - 1624]

The Hammett σ constants for the cyclopropyl group; p-, and m...

[Smejkal,J. et al. Collection of Czechoslovak Chemical Communications, 1964 , vol. 29, p. 2950 - 2955]

Small ring compounds—XXX: Homolytical aromatic substitution ...

[Shono,T.; Nishiguchi,I. Tetrahedron, 1974 , vol. 30, p. 2183 - 2190]