Tetrahedron

The organoselenium-mediated reduction of α, β-epoxy ketones, α, β-epoxy esters, and their congeners to β-hydroxy carbonyl compounds: Novel methodologies for …

M Miyashita, T Suzuki, M Hoshino, A Yoshikoshi

Index: Miyashita, Masaaki; Suzuki, Toshio; Hoshino, Masahide; Yoshikoshi, Akira Tetrahedron, 1997 , vol. 53, # 37 p. 12469 - 12486

Full Text: HTML

Citation Number: 115

Abstract

Novel methods for the reduction of α, β-epoxy ketones, α, β-epoxy esters (glycidic esters), and their congeners to β-hydroxy carbonyl compounds (aldols) by the use of organoselenium reagents are described. The reagents, a sodium phenylseleno (triethyl) borate complex Na [PhSeB (OEt) 3] easily prepared by reduction of (PhSe) 2 with NaBH4 in EtOH and benzeneselenol (PhSeH) generated in situ from the borate complex by addition ...

Related Articles:

Reduction of. DELTA. 2-isoxazolines: a conceptually different approach to the formation of aldol adducts

[Curran, Dennis P. Journal of the American Chemical Society, 1982 , vol. 104, # 14 p. 4024 - 4026]

Ir-catalyzed substitution of propargylic-type esters with enoxysilanes

[Matsuda, Isamu; Hasegawa, Yuki; Makino, Tatsuya; Itoh, Kenji Tetrahedron Letters, 2000 , vol. 41, # 9 p. 1405 - 1408]

A new protocol for a regioselective aldol condensation as an alternative convenient synthesis of β-ketols and α, β-unsaturated ketones

[Kourouli, Therapia; Kefalas, Panagiotis; Ragoussis, Nikitas; Ragoussis, Valentine Journal of Organic Chemistry, 2002 , vol. 67, # 13 p. 4615 - 4618]

Sodium phenylseleno (triethoxy) borate, Na+(PhSeB (OEt) 3]−: The reactive species generated from (PhSe) 2 with NaBH 4 in ethanol

[Miyashita, Masaaki; Hoshino, Masahide; Yoshikoshi, Akira Tetrahedron Letters, 1988 , vol. 29, # 3 p. 347 - 350]

Baker's Yeast Reduction of β??Hydroxy Ketones

[Acetti, Daniela; Brenna, Elisabetta; Fuganti, Claudio; Gatti, Francesco G.; Serra, Stefano European Journal of Organic Chemistry, 2010 , # 1 p. 142 - 151]

More Articles...