Lithium alkyl(hydro)dipinan-3α-ylborates. New reagents for asymmetric reduction of ketones

M. F. Grundon; W. A. Khan; D. R. Boyd; W. R. Jackson

doi:10.1039/J39710002557

Lithium alkyl(hydro)dipinan-3α-ylborates. New reagents for asymmetric reduction of ketones

M. F. Grundon, W. A. Khan, D. R. Boyd, W. R. Jackson

Research output: Contribution to journal › Article › Research › peer-review

15 Citations (Scopus)

Abstract

The preparation and characterisation of a new class of reducing agents, lithium alkyl(hydro)dipinan-3α-ylborates, is described. These reagents have been used to reduce a series of ketones (of the type RCOR′) to optically active alcohols with optical yields in the range 5-45%. The stereochemistry of reduction of a series of substituted cyclohexanones is discussed.

Original language	English
Pages (from-to)	2557-2559
Number of pages	3
Journal	Journal of the Chemical Society C: Organic Chemistry
DOIs	https://doi.org/10.1039/J39710002557
Publication status	Published - 1 Dec 1971
Externally published	Yes

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10.1039/J39710002557

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Cite this

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title = "Lithium alkyl(hydro)dipinan-3α-ylborates. New reagents for asymmetric reduction of ketones",

abstract = "The preparation and characterisation of a new class of reducing agents, lithium alkyl(hydro)dipinan-3α-ylborates, is described. These reagents have been used to reduce a series of ketones (of the type RCOR′) to optically active alcohols with optical yields in the range 5-45%. The stereochemistry of reduction of a series of substituted cyclohexanones is discussed.",

author = "Grundon, {M. F.} and Khan, {W. A.} and Boyd, {D. R.} and Jackson, {W. R.}",

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AU - Khan, W. A.

AU - Boyd, D. R.

AU - Jackson, W. R.

PY - 1971/12/1

Y1 - 1971/12/1

N2 - The preparation and characterisation of a new class of reducing agents, lithium alkyl(hydro)dipinan-3α-ylborates, is described. These reagents have been used to reduce a series of ketones (of the type RCOR′) to optically active alcohols with optical yields in the range 5-45%. The stereochemistry of reduction of a series of substituted cyclohexanones is discussed.

AB - The preparation and characterisation of a new class of reducing agents, lithium alkyl(hydro)dipinan-3α-ylborates, is described. These reagents have been used to reduce a series of ketones (of the type RCOR′) to optically active alcohols with optical yields in the range 5-45%. The stereochemistry of reduction of a series of substituted cyclohexanones is discussed.

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