Stereoselective Reduction of α,β-Epoxy Ketones into erythro-α,β-Epoxy Alcohols with Sodium Borohydride in the Presence of Calcium Chloride

Hideaki Fujii; Koichiro Oshima; Kiitiro Utimoto

doi:10.1246/cl.1992.967

Stereoselective Reduction of α,β-Epoxy Ketones into erythro-α,β-Epoxy Alcohols with Sodium Borohydride in the Presence of Calcium Chloride

Chemistry Letters ◽

10.1246/cl.1992.967 ◽

1992 ◽

Vol 21 (6) ◽

pp. 967-970 ◽

Cited By ~ 18

Author(s):

Hideaki Fujii ◽

Koichiro Oshima ◽

Kiitiro Utimoto

Keyword(s):

Calcium Chloride ◽

Sodium Borohydride ◽

Stereoselective Reduction ◽

Epoxy Ketones ◽

Epoxy Alcohols

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Stereoselective reduction of α,β-epoxy ketones with sodium borohydride in the presence of calcium chloride or lanthanum chloride. A practical preparation of erythro-α,β-epoxy alcohols

Tetrahedron ◽

10.1016/0040-4020(94)00967-y ◽

1995 ◽

Vol 51 (3) ◽

pp. 679-686 ◽

Cited By ~ 27

Author(s):

Masahiko Taniguchi ◽

Hideaki Fujii ◽

Koichiro Oshima ◽

Kiitiro Utimoto

Keyword(s):

Calcium Chloride ◽

Sodium Borohydride ◽

Lanthanum Chloride ◽

Stereoselective Reduction ◽

Epoxy Ketones ◽

Epoxy Alcohols

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ChemInform Abstract: Stereoselective Reduction of α,β-Epoxy Ketones into erythro- α,β-Epoxy Alcohols with Sodium Borohydride in the Presence of Calcium Chloride.

ChemInform ◽

10.1002/chin.199308136 ◽

2010 ◽

Vol 24 (8) ◽

pp. no-no

Author(s):

H. FUJII ◽

K. OSHIMA ◽

K. UTIMOTO

Keyword(s):

Calcium Chloride ◽

Sodium Borohydride ◽

Stereoselective Reduction ◽

Epoxy Ketones ◽

Epoxy Alcohols

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ChemInform Abstract: Stereoselective Reduction of α,β-Epoxy Ketones with Sodium Borohydride in the Presence of Calcium Chloride or Lanthanum Chloride. A Practical Preparation of erythro-α,β-Epoxy Alcohols.

ChemInform ◽

10.1002/chin.199526101 ◽

2010 ◽

Vol 26 (26) ◽

pp. no-no

Author(s):

M. TANIGUCHI ◽

H. FUJII ◽

K. OSHIMA ◽

K. UTIMOTO

Keyword(s):

Calcium Chloride ◽

Sodium Borohydride ◽

Lanthanum Chloride ◽

Stereoselective Reduction ◽

Epoxy Ketones ◽

Epoxy Alcohols

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ChemInform Abstract: STEREOSELECTIVE REDUCTION OF CYCLIC 2,3-EPOXY KETONES TO TRANS-2,3-EPOXY ALCOHOLS

Chemischer Informationsdienst ◽

10.1002/chin.198115220 ◽

1981 ◽

Vol 12 (15) ◽

Author(s):

G. RUECKER ◽

H. HOERSTER ◽

W. GAJEWSKI

Keyword(s):

Stereoselective Reduction ◽

Epoxy Ketones ◽

Epoxy Alcohols

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ChemInform Abstract: CLEAVAGE OF THE EPOXIDE RING IN TRANS-EPOXY-ALCOHOLS BY SODIUM BOROHYDRIDE IN METHANOL

Chemischer Informationsdienst ◽

10.1002/chin.197838307 ◽

1978 ◽

Vol 9 (38) ◽

Author(s):

M. WEISSENBERG ◽

P. KRINSKY ◽

E. GLOTTER

Keyword(s):

Sodium Borohydride ◽

Epoxide Ring ◽

In Trans ◽

Epoxy Alcohols

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A Mild, Enantioselective Synthesis of (R)-Salmeterol via Sodium Borohydride—Calcium Chloride Asymmetric Reduction of a Phenacyl Phenylglycinol Derivative.

ChemInform ◽

10.1002/chin.200306084 ◽

2003 ◽

Vol 34 (6) ◽

Author(s):

Robert N. Bream ◽

Steven V. Ley ◽

Benjamin McDermott ◽

Panayiotis A. Procopiou

Keyword(s):

Calcium Chloride ◽

Sodium Borohydride ◽

Asymmetric Reduction ◽

Enantioselective Synthesis

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Stereoselective reduction of 2-methyl-3-oxo esters (or amides) with sodium borohydride catalyzed by manganese(II) chloride or tetrabutylammonium borohydride. A practical preparation of erythro and threo-3-hydroxy-2-methyl esters (or amides)

Tetrahedron ◽

10.1016/s0040-4020(01)81804-4 ◽

1993 ◽

Vol 49 (48) ◽

pp. 11169-11182 ◽

Cited By ~ 32

Author(s):

Masahiko Taniguchi ◽

Hideaki Fujii ◽

Koichiro Oshima ◽

Kiitiro Utimoto

Keyword(s):

Sodium Borohydride ◽

Methyl Esters ◽

Stereoselective Reduction

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The Stereoselective Reduction of a-Aminopropiophenione Derivatives with Sodium Borohydride

Heterocycles ◽

10.3987/r-1980-06-0775 ◽

1980 ◽

Vol 14 (6) ◽

pp. 775 ◽

Cited By ~ 4

Author(s):

Tetsuji Kametani ◽

Kazuo Kigasawa ◽

Mineharu Hiiragi ◽

Nagatoshi Wagatsuma ◽

Toshitaka Kohagizawa ◽

...

Keyword(s):

Sodium Borohydride ◽

Stereoselective Reduction

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Stereoselective Reduction of 1,2,3,4,6,7,12,12b-Octahydroindolo[2,3-a]quinolizine with Sodium Borohydride in Trifluoeoacetic Acid

Heterocycles ◽

10.3987/r-1981-12-2109 ◽

1981 ◽

Vol 16 (12) ◽

pp. 2109 ◽

Cited By ~ 11

Author(s):

Gordon W. Gribble ◽

Jerry L. Johnson ◽

Mark G. Saulnier

Keyword(s):

Sodium Borohydride ◽

Stereoselective Reduction

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ChemInform Abstract: Stereocontrolled Ring-Opening of Some Enantiomerically Enriched Epoxy Ketones and Epoxy Alcohols Using Trimethylaluminum: Synthesis of (S)-2-Arylpropanoic Acids.

ChemInform ◽

10.1002/chin.200048110 ◽

2000 ◽

Vol 31 (48) ◽

pp. no-no

Author(s):

Lydia Carde ◽

D. Huw Davies ◽

Stanley M. Roberts

Keyword(s):

Ring Opening ◽

Epoxy Ketones ◽

Epoxy Alcohols

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