Synthesis and characterisation of a suite of four chiral pyridyl alcohols derived from (−)-menthol

Desmond Cunningham; Eva T. Gallagher; David H. Grayson; Patrick J. McArdle

doi:10.1039/b205872n

Synthesis and characterisation of a suite of four chiral pyridyl alcohols derived from (−)-menthol

Desmond Cunningham
, Eva T. Gallagher
, David H. Grayson
, Patrick J. McArdle

Research output: Contribution to a Journal (Peer & Non Peer) › Article › peer-review

15 Citations (Scopus)

Abstract

Reaction of menthylmagnesium chloride with pyridine-2-carbaldehyde gives a mixture of four isomeric chiral menthyl- and neomenthyl-substituted pyridylcarbinols which were fully characterised by a combination of spectroscopic and X-ray crystallographic methods. All of these alcohols catalyse the addition of diethylzinc to benzaldehyde, but with disappointing enantioselectivities.

Original language	English
Pages (from-to)	2692-2698
Number of pages	7
Journal	Journal of the Chemical Society - Perkin Transactions 1
Volume	2
Issue number	23
DOIs	https://doi.org/10.1039/b205872n
Publication status	Published - 18 Jun 2002
Externally published	Yes

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title = "Synthesis and characterisation of a suite of four chiral pyridyl alcohols derived from (−)-menthol",

abstract = "Reaction of menthylmagnesium chloride with pyridine-2-carbaldehyde gives a mixture of four isomeric chiral menthyl- and neomenthyl-substituted pyridylcarbinols which were fully characterised by a combination of spectroscopic and X-ray crystallographic methods. All of these alcohols catalyse the addition of diethylzinc to benzaldehyde, but with disappointing enantioselectivities.",

author = "Desmond Cunningham and Gallagher, \{Eva T.\} and Grayson, \{David H.\} and McArdle, \{Patrick J.\}",

year = "2002",

month = jun,

day = "18",

doi = "10.1039/b205872n",

language = "English",

volume = "2",

pages = "2692--2698",

journal = "Journal of the Chemical Society - Perkin Transactions 1",

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publisher = "Chemical Society",

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T1 - Synthesis and characterisation of a suite of four chiral pyridyl alcohols derived from (−)-menthol

AU - Cunningham, Desmond

AU - Gallagher, Eva T.

AU - Grayson, David H.

AU - McArdle, Patrick J.

PY - 2002/6/18

Y1 - 2002/6/18

N2 - Reaction of menthylmagnesium chloride with pyridine-2-carbaldehyde gives a mixture of four isomeric chiral menthyl- and neomenthyl-substituted pyridylcarbinols which were fully characterised by a combination of spectroscopic and X-ray crystallographic methods. All of these alcohols catalyse the addition of diethylzinc to benzaldehyde, but with disappointing enantioselectivities.

AB - Reaction of menthylmagnesium chloride with pyridine-2-carbaldehyde gives a mixture of four isomeric chiral menthyl- and neomenthyl-substituted pyridylcarbinols which were fully characterised by a combination of spectroscopic and X-ray crystallographic methods. All of these alcohols catalyse the addition of diethylzinc to benzaldehyde, but with disappointing enantioselectivities.

UR - https://www.scopus.com/pages/publications/0037039052

U2 - 10.1039/b205872n

DO - 10.1039/b205872n

M3 - Article

SN - 1472-7781

VL - 2

SP - 2692

EP - 2698

JO - Journal of the Chemical Society - Perkin Transactions 1

JF - Journal of the Chemical Society - Perkin Transactions 1

IS - 23

ER -

Synthesis and characterisation of a suite of four chiral pyridyl alcohols derived from (−)-menthol

Abstract

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