Investigation of a novel diamine based chiral auxiliary in the asymmetric alkylation of ketones

Sarah L. Clarke; Christina M. McSweeney; Gerard P. McGlacken

doi:10.1016/j.tetasy.2014.01.006

Investigation of a novel diamine based chiral auxiliary in the asymmetric alkylation of ketones

Sarah L. Clarke
, Christina M. McSweeney
, Gerard P. McGlacken

School of Chemistry

University College Cork

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

Abstract

A novel chiral auxiliary containing a pyrrolidine ring has been utilised in the preparation of various chiral ketones with good to excellent enantioselectivities (up to 92%). It has been successfully employed in aldol and Michael reactions giving moderate to high selectivity.

Original language	English
Pages (from-to)	356-361
Number of pages	6
Journal	Tetrahedron Asymmetry
Volume	25
Issue number	4
DOIs	https://doi.org/10.1016/j.tetasy.2014.01.006
Publication status	Published - 28 Feb 2014

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title = "Investigation of a novel diamine based chiral auxiliary in the asymmetric alkylation of ketones",

abstract = "A novel chiral auxiliary containing a pyrrolidine ring has been utilised in the preparation of various chiral ketones with good to excellent enantioselectivities (up to 92\%). It has been successfully employed in aldol and Michael reactions giving moderate to high selectivity.",

author = "Clarke, \{Sarah L.\} and McSweeney, \{Christina M.\} and McGlacken, \{Gerard P.\}",

year = "2014",

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doi = "10.1016/j.tetasy.2014.01.006",

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journal = "Tetrahedron Asymmetry",

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T1 - Investigation of a novel diamine based chiral auxiliary in the asymmetric alkylation of ketones

AU - Clarke, Sarah L.

AU - McSweeney, Christina M.

AU - McGlacken, Gerard P.

PY - 2014/2/28

Y1 - 2014/2/28

N2 - A novel chiral auxiliary containing a pyrrolidine ring has been utilised in the preparation of various chiral ketones with good to excellent enantioselectivities (up to 92%). It has been successfully employed in aldol and Michael reactions giving moderate to high selectivity.

AB - A novel chiral auxiliary containing a pyrrolidine ring has been utilised in the preparation of various chiral ketones with good to excellent enantioselectivities (up to 92%). It has been successfully employed in aldol and Michael reactions giving moderate to high selectivity.

UR - https://www.scopus.com/pages/publications/84896064839

U2 - 10.1016/j.tetasy.2014.01.006

DO - 10.1016/j.tetasy.2014.01.006

M3 - Article

AN - SCOPUS:84896064839

SN - 0957-4166

VL - 25

SP - 356

EP - 361

JO - Tetrahedron Asymmetry

JF - Tetrahedron Asymmetry

IS - 4

ER -

Investigation of a novel diamine based chiral auxiliary in the asymmetric alkylation of ketones

Abstract

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