Non-linear effects operate and dynamic ligand exchange occurs when chiral BINOL-boron Lewis acids are used for asymmetric catalysis

J P Cros; Y Perez-Fuertes; M J Thatcher; S Arimori; S D Bull; T D James

doi:10.1016/s0957-4166(03)00352-5

Non-linear effects operate and dynamic ligand exchange occurs when chiral BINOL-boron Lewis acids are used for asymmetric catalysis

J P Cros, Y Perez-Fuertes, M J Thatcher, S Arimori, S D Bull, T D James

Department of Chemistry

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22 Citations (SciVal)

Abstract

Non-linear effects reveal that the use of chiral BINOL-boron reagents for aza-Diels-Alder reactions results in an enantioselective catalytic species containing at least 2 equiv. of BINOL. Dynamic ligand exchange and ligand accelerated catalysis occurs in these reactions, consistent with the formation of a cyclic borate ester of BINOL with enhanced Lewis acidity. (C) 2003 Elsevier Science Ltd. All rights reserved.

Original language	English
Pages (from-to)	1965-1968
Number of pages	4
Journal	Tetrahedron: Asymmetry
Volume	14
Issue number	14
DOIs	https://doi.org/10.1016/s0957-4166(03)00352-5
Publication status	Published - 2003

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ID number: ISI:000184259500003

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title = "Non-linear effects operate and dynamic ligand exchange occurs when chiral BINOL-boron Lewis acids are used for asymmetric catalysis",

abstract = "Non-linear effects reveal that the use of chiral BINOL-boron reagents for aza-Diels-Alder reactions results in an enantioselective catalytic species containing at least 2 equiv. of BINOL. Dynamic ligand exchange and ligand accelerated catalysis occurs in these reactions, consistent with the formation of a cyclic borate ester of BINOL with enhanced Lewis acidity. (C) 2003 Elsevier Science Ltd. All rights reserved.",

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T1 - Non-linear effects operate and dynamic ligand exchange occurs when chiral BINOL-boron Lewis acids are used for asymmetric catalysis

AU - Cros, J P

AU - Perez-Fuertes, Y

AU - Thatcher, M J

AU - Arimori, S

AU - Bull, S D

AU - James, T D

N1 - ID number: ISI:000184259500003

PY - 2003

Y1 - 2003

N2 - Non-linear effects reveal that the use of chiral BINOL-boron reagents for aza-Diels-Alder reactions results in an enantioselective catalytic species containing at least 2 equiv. of BINOL. Dynamic ligand exchange and ligand accelerated catalysis occurs in these reactions, consistent with the formation of a cyclic borate ester of BINOL with enhanced Lewis acidity. (C) 2003 Elsevier Science Ltd. All rights reserved.

AB - Non-linear effects reveal that the use of chiral BINOL-boron reagents for aza-Diels-Alder reactions results in an enantioselective catalytic species containing at least 2 equiv. of BINOL. Dynamic ligand exchange and ligand accelerated catalysis occurs in these reactions, consistent with the formation of a cyclic borate ester of BINOL with enhanced Lewis acidity. (C) 2003 Elsevier Science Ltd. All rights reserved.

U2 - 10.1016/s0957-4166(03)00352-5

DO - 10.1016/s0957-4166(03)00352-5

M3 - Article

SN - 0957-4166

VL - 14

SP - 1965

EP - 1968

JO - Tetrahedron: Asymmetry

JF - Tetrahedron: Asymmetry

IS - 14

ER -

Non-linear effects operate and dynamic ligand exchange occurs when chiral BINOL-boron Lewis acids are used for asymmetric catalysis

Abstract

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