Synergistic catalysis: Enantioselective addition of Alkylbenzoxazoles to Enals

Marta Meazza; Victor Ceban; Mateusz B. Pitak; Simon J. Coles; Ramon Rios

doi:10.1002/chem.201404565

Synergistic catalysis: Enantioselective addition of Alkylbenzoxazoles to Enals

Marta Meazza, Victor Ceban, Mateusz B. Pitak, Simon J. Coles, Ramon Rios

Chemistry

University of Southampton

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

50 Scopus citations

Abstract

A novel catalytic enantioselective methodology based on synergistic catalysis is reported. The strategy involves: 1) the metal-Lewis-acid activation of alkylazaarenes, and 2) the secondary-amine activation of enals. Consequently, highly functionalized chiral alkylazaarenes were obtained in good yields and with reasonable stereoselectivity.

Original language	British English
Pages (from-to)	16853-16857
Number of pages	5
Journal	Chemistry - A European Journal
Volume	20
Issue number	51
DOIs	https://doi.org/10.1002/chem.201404565
State	Published - 15 Dec 2014

Keywords

alkyl azaarenes
Iminium catalysis
Michael addition
Palladium
Synergistic catalysis

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10.1002/chem.201404565

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title = "Synergistic catalysis: Enantioselective addition of Alkylbenzoxazoles to Enals",

abstract = "A novel catalytic enantioselective methodology based on synergistic catalysis is reported. The strategy involves: 1) the metal-Lewis-acid activation of alkylazaarenes, and 2) the secondary-amine activation of enals. Consequently, highly functionalized chiral alkylazaarenes were obtained in good yields and with reasonable stereoselectivity.",

keywords = "alkyl azaarenes, Iminium catalysis, Michael addition, Palladium, Synergistic catalysis",

author = "Marta Meazza and Victor Ceban and Pitak, \{Mateusz B.\} and Coles, \{Simon J.\} and Ramon Rios",

note = "Publisher Copyright: {\textcopyright} 2014 Wiley-VCH Verlag GmbH \&Co. KGaA, Weinheim.",

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month = dec,

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doi = "10.1002/chem.201404565",

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journal = "Chemistry - A European Journal",

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TY - JOUR

T1 - Synergistic catalysis

T2 - Enantioselective addition of Alkylbenzoxazoles to Enals

AU - Meazza, Marta

AU - Ceban, Victor

AU - Pitak, Mateusz B.

AU - Coles, Simon J.

AU - Rios, Ramon

PY - 2014/12/15

Y1 - 2014/12/15

N2 - A novel catalytic enantioselective methodology based on synergistic catalysis is reported. The strategy involves: 1) the metal-Lewis-acid activation of alkylazaarenes, and 2) the secondary-amine activation of enals. Consequently, highly functionalized chiral alkylazaarenes were obtained in good yields and with reasonable stereoselectivity.

AB - A novel catalytic enantioselective methodology based on synergistic catalysis is reported. The strategy involves: 1) the metal-Lewis-acid activation of alkylazaarenes, and 2) the secondary-amine activation of enals. Consequently, highly functionalized chiral alkylazaarenes were obtained in good yields and with reasonable stereoselectivity.

KW - alkyl azaarenes

KW - Iminium catalysis

KW - Michael addition

KW - Palladium

KW - Synergistic catalysis

UR - https://www.scopus.com/pages/publications/84915749207

U2 - 10.1002/chem.201404565

DO - 10.1002/chem.201404565

M3 - Article

AN - SCOPUS:84915749207

SN - 0947-6539

VL - 20

SP - 16853

EP - 16857

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

IS - 51

ER -

Synergistic catalysis: Enantioselective addition of Alkylbenzoxazoles to Enals

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Keywords

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