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

Robert N. Bream; Steven V. Ley; Benjamin McDermott; Panayiotis A. Procopiou

doi:10.1002/chin.200306084

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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A mild, enantioselective synthesis of (R)-salmeterol via sodium borohydride–calcium chloride asymmetric reduction of a phenacyl phenylglycinol derivative

Journal of the Chemical Society Perkin Transactions 1 ◽

10.1039/b207068p ◽

2002 ◽

pp. 2237-2242 ◽

Cited By ~ 18

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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Enantioselective synthesis of optically active β-aminoalcohols via asymmetric reduction

Tetrahedron Asymmetry ◽

10.1016/s0957-4166(00)80269-4 ◽

1992 ◽

Vol 3 (3) ◽

pp. 341-342 ◽

Cited By ~ 27

Author(s):

Byung Tae Cho ◽

Yu Sung Chun

Keyword(s):

Asymmetric Reduction ◽

Optically Active ◽

Enantioselective Synthesis

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ChemInform Abstract: ASYMMETRIC REDUCTION OF AROMATIC KETONES WITH REAGENTS PREPARED FROM SODIUM BOROHYDRIDE AND VARIOUS CARBOXYLIC ACIDS IN THE PRESENCE OF 1,2:5,6-DI-O-ISOPROPYLIDENE-α-D-GLUCOFURANOSE

Chemischer Informationsdienst ◽

10.1002/chin.198123101 ◽

1981 ◽

Vol 12 (23) ◽

Author(s):

A. HIRAO ◽

S. ITSUNO ◽

M. OWA ◽

S. NAGAMI ◽

H. MOCHIZUKI ◽

...

Keyword(s):

Carboxylic Acids ◽

Sodium Borohydride ◽

Asymmetric Reduction ◽

Aromatic Ketones

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ChemInform Abstract: Asymmetric Reduction of Ketoxime O-Alkyl Ethers with Sodium Borohydride-Lewis Acid.

ChemInform ◽

10.1002/chin.198948122 ◽

1989 ◽

Vol 20 (48) ◽

Author(s):

S. ITSUNO ◽

Y. SAKURAI ◽

K. SHIMIZU ◽

K. ITO

Keyword(s):

Lewis Acid ◽

Sodium Borohydride ◽

Asymmetric Reduction ◽

Alkyl Ethers

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ChemInform Abstract: Asymmetric Reduction of Phosphinylimines with Hydride Reagents. Enantioselective Synthesis of Chiral Primary Amines.

ChemInform ◽

10.1002/chin.198733246 ◽

1987 ◽

Vol 18 (33) ◽

Author(s):

R. O. HUTCHINS ◽

A. ABDEL-MAGID ◽

Y. P. STERCHO ◽

A. WAMBSGANS

Keyword(s):

Asymmetric Reduction ◽

Enantioselective Synthesis ◽

Primary Amines

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Asymmetric reduction of acetophenone with chiral polymeric reagents: Supported sodium borohydride on chiral quaternary ammonium binded to a polymer

European Polymer Journal ◽

10.1016/0014-3057(94)90304-2 ◽

1994 ◽

Vol 30 (3) ◽

pp. 395-398 ◽

Cited By ~ 9

Author(s):

K. Adjidjonou ◽

C. Caze

Keyword(s):

Sodium Borohydride ◽

Quaternary Ammonium ◽

Asymmetric Reduction ◽

Polymeric Reagents

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Direct enantioselective synthesis of syn-1,3-diols by the reaction of aldehydes with enol silyl ethers in the presence of a chiral borane complex. Successive asymmetric aldol reaction and asymmetric reduction with one promoter

Tetrahedron Letters ◽

10.1016/s0040-4039(00)73125-x ◽

1994 ◽

Vol 35 (24) ◽

pp. 4107-4110 ◽

Cited By ~ 32

Author(s):

Yuichi Kaneko ◽

Takao Matsuo ◽

Syun-ichi Kiyooka

Keyword(s):

Asymmetric Reduction ◽

Aldol Reaction ◽

Enantioselective Synthesis ◽

Asymmetric Aldol ◽

Silyl Ethers ◽

Asymmetric Aldol Reaction ◽

Enol Silyl Ethers

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ChemInform Abstract: ASYMMETRIC REDUCTION OF PROCHIRAL AROMATIC KETONES WITH REAGENTS PREPARED FROM SODIUM BOROHYDRIDE AND LEWIS ACIDS IN THE PRESENCE OF 1,2:5,6-DI-O-ISOPROPYLIDENE-α-D-GLUCOFURANOSE

Chemischer Informationsdienst ◽

10.1002/chin.198006143 ◽

1980 ◽

Vol 11 (6) ◽

Author(s):

A. HIRAO ◽

S. NAKAHAMA ◽

D. MOCHIZUKI ◽

S. ITSUNO ◽

M. OHOWA ◽

...

Keyword(s):

Sodium Borohydride ◽

Lewis Acids ◽

Asymmetric Reduction ◽

Aromatic Ketones

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Asymmetric reduction of prochiral aromatic ketones with modified reagents prepared from sodium borohydride and carboxylic acids in the presence of 1,2:5,6-di-O-isopropylidene-.alpha.-D-glucofuranose

The Journal of Organic Chemistry ◽

10.1021/jo01309a036 ◽

1980 ◽

Vol 45 (21) ◽

pp. 4231-4233 ◽

Cited By ~ 29

Author(s):

Akira Hirao ◽

Seiichi Nakahama ◽

Hidenori Mochizuki ◽

Shinichi Itsuno ◽

Noboru Yamazaki

Keyword(s):

Carboxylic Acids ◽

Sodium Borohydride ◽

Asymmetric Reduction ◽

Aromatic Ketones

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Asymmetric reduction of ketoxime O-alkyl ethers with sodium borohydride–Lewis acid

Journal of the Chemical Society Perkin Transactions 1 ◽

10.1039/p19890001548 ◽

1989 ◽

pp. 1548-1549 ◽

Cited By ~ 38

Author(s):

Shinichi Itsuno ◽

Yoshiki Sakurai ◽

Koji Shimizu ◽

Koichi Ito

Keyword(s):

Lewis Acid ◽

Sodium Borohydride ◽

Asymmetric Reduction ◽

Alkyl Ethers

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