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

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

23 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

Bibliographical note

ID number: ISI:000184259500003

Access to Document

10.1016/s0957-4166(03)00352-5

Cite this

@article{dd6407758f2743c9be011ff528757219,

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.",

author = "Cros, \{J P\} and Y Perez-Fuertes and Thatcher, \{M J\} and S Arimori and Bull, \{S D\} and James, \{T D\}",

note = "ID number: ISI:000184259500003",

year = "2003",

doi = "10.1016/s0957-4166(03)00352-5",

language = "English",

volume = "14",

pages = "1965--1968",

journal = "Tetrahedron: Asymmetry",

issn = "0957-4166",

publisher = "Elsevier",

number = "14",

}

TY - JOUR

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

Bibliographical note

Access to Document

Fingerprint

Cite this