Practical implications of boron-to-zinc transmetalation for the catalytic asymmetric arylation of aldehydes

Ciril Jimeno; Sonia Sayalero; Torstein Fjermestad; Gisela Colet; Feliu Maseras; Miquel A. Pericàs

doi:10.1002/anie.200703103

Practical implications of boron-to-zinc transmetalation for the catalytic asymmetric arylation of aldehydes

Ciril Jimeno, Sonia Sayalero, Torstein Fjermestad, Gisela Colet, Feliu Maseras, Miquel A. Pericàs

Departament de Química

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(Chemical Equation Presented) Faster than believed: Transmetalation from aryl boronic acids and triaryl boroxines to diethylzinc takes place within minutes following a two-step, low-energy pathway (see picture), according to density functional calculations and reaction microcalorimetry measurements. The experimental conditions for a practical, atom-economical, and highly enantioselective catalytic arylation of a variety of aldehydes have been developed from these data. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

Idioma original	Anglès
Pàgines (de-a)	1098-1101
Revista	Angewandte Chemie - International Edition
Volum	47
Número	6
DOIs	https://doi.org/10.1002/anie.200703103
Estat de la publicació	Publicada - 11 de febr. 2008

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title = "Practical implications of boron-to-zinc transmetalation for the catalytic asymmetric arylation of aldehydes",

abstract = "(Chemical Equation Presented) Faster than believed: Transmetalation from aryl boronic acids and triaryl boroxines to diethylzinc takes place within minutes following a two-step, low-energy pathway (see picture), according to density functional calculations and reaction microcalorimetry measurements. The experimental conditions for a practical, atom-economical, and highly enantioselective catalytic arylation of a variety of aldehydes have been developed from these data. {\textcopyright} 2008 Wiley-VCH Verlag GmbH & Co. KGaA.",

keywords = "Asymmetric catalysis, Boron, Density functional calculations, Reaction mechanisms, Zinc",

author = "Ciril Jimeno and Sonia Sayalero and Torstein Fjermestad and Gisela Colet and Feliu Maseras and Peric{\`a}s, {Miquel A.}",

year = "2008",

month = feb,

day = "11",

doi = "10.1002/anie.200703103",

language = "English",

volume = "47",

pages = "1098--1101",

journal = "Angewandte Chemie - International Edition",

issn = "1433-7851",

publisher = "John Wiley and Sons Ltd",

number = "6",

}

TY - JOUR

T1 - Practical implications of boron-to-zinc transmetalation for the catalytic asymmetric arylation of aldehydes

AU - Jimeno, Ciril

AU - Sayalero, Sonia

AU - Fjermestad, Torstein

AU - Colet, Gisela

AU - Maseras, Feliu

AU - Pericàs, Miquel A.

PY - 2008/2/11

Y1 - 2008/2/11

N2 - (Chemical Equation Presented) Faster than believed: Transmetalation from aryl boronic acids and triaryl boroxines to diethylzinc takes place within minutes following a two-step, low-energy pathway (see picture), according to density functional calculations and reaction microcalorimetry measurements. The experimental conditions for a practical, atom-economical, and highly enantioselective catalytic arylation of a variety of aldehydes have been developed from these data. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

AB - (Chemical Equation Presented) Faster than believed: Transmetalation from aryl boronic acids and triaryl boroxines to diethylzinc takes place within minutes following a two-step, low-energy pathway (see picture), according to density functional calculations and reaction microcalorimetry measurements. The experimental conditions for a practical, atom-economical, and highly enantioselective catalytic arylation of a variety of aldehydes have been developed from these data. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

KW - Asymmetric catalysis

KW - Boron

KW - Density functional calculations

KW - Reaction mechanisms

KW - Zinc

U2 - 10.1002/anie.200703103

DO - 10.1002/anie.200703103

M3 - Article

SN - 1433-7851

VL - 47

SP - 1098

EP - 1101

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 6

ER -

Practical implications of boron-to-zinc transmetalation for the catalytic asymmetric arylation of aldehydes

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