Volume 19, Issue 2
Preparative Organic Chemistry
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ChemInform Abstract: Asymmetric Reduction of Aromatic Ketones and Asymmetric Hydroboration of 2-Phenyl-1-alkenes with the Reagent Prepared from Borane - Methyl Sulfide and (1S,2S)-(+)-2-Amino-3-methoxy-1-phenyl-1-propanol.

A. K. MANDAL

A. K. MANDAL

Alchem. Res. Centre, Thane-400601, Maharashtra, India

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T. G. KASAR

T. G. KASAR

Alchem. Res. Centre, Thane-400601, Maharashtra, India

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S. W. MAHAJAN

S. W. MAHAJAN

Alchem. Res. Centre, Thane-400601, Maharashtra, India

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D. G. JAWALKAR

D. G. JAWALKAR

Alchem. Res. Centre, Thane-400601, Maharashtra, India

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First published: January 12, 1988

Abstract

The chiral amino alcohol (I) is treated with the borane - dimethyl sulfide complex to form a reagent which is used for the asymmetric reduction of the aryl alkyl ketones (IIa) - (IIc) and tert-butyl methyl ketone (IId), yielding the optically active secondary alcohols (III).

ChemInform Abstract

The chiral amino alcohol (I) is treated with the borane - dimethyl sulfide complex to form a reagent which is used for the asymmetric reduction of the aryl alkyl ketones (IIa) - (IIc) and tert-butyl methyl ketone (IId), yielding the optically active secondary alcohols (III). Using the same reagent, the 2-phenyl-1-alkenes (IV) are hydroborated to produce the 2-phenyl-1-alkanols (V).

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