Catalytic asymmetric alkylation of aryl heteroaryl ketones

Pablo Ortiz; Ana M. Del Hoyo; Syuzanna R. Harutyunyan

doi:10.1002/ejoc.201403297

Catalytic asymmetric alkylation of aryl heteroaryl ketones

Pablo Ortiz
, Ana M. Del Hoyo
, Syuzanna R. Harutyunyan^*

^*Corresponding author for this work

Bioeconomy and CO2

University of Groningen

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

21 Citations (Scopus)

Abstract

Tertiary diarylmethanols are highly bioactive structural motifs. A new strategy to access chiral tertiary diarylmethanols through copper-catalyzed direct alkylation of (di)(hetero)aryl ketones by using Grignard reagents was developed. The low reactivity and the similarity of the enantiotopic faces of bisaromatic ketones were partially overcome, which resulted in moderate to good yields and enantioselectivities.

Original language	English
Pages (from-to)	72-76
Number of pages	5
Journal	European Journal of Organic Chemistry
Volume	2015
Issue number	1
DOIs	https://doi.org/10.1002/ejoc.201403297
Publication status	Published - Jan 2015

Keywords

Addition reactions
Alcohols
Alkylation
Asymmetric catalysis
Diarylmethanols
Synthetic methods

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10.1002/ejoc.201403297

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abstract = "Tertiary diarylmethanols are highly bioactive structural motifs. A new strategy to access chiral tertiary diarylmethanols through copper-catalyzed direct alkylation of (di)(hetero)aryl ketones by using Grignard reagents was developed. The low reactivity and the similarity of the enantiotopic faces of bisaromatic ketones were partially overcome, which resulted in moderate to good yields and enantioselectivities.",

keywords = "Addition reactions, Alcohols, Alkylation, Asymmetric catalysis, Diarylmethanols, Synthetic methods",

author = "Pablo Ortiz and \{Del Hoyo\}, \{Ana M.\} and Harutyunyan, \{Syuzanna R.\}",

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AU - Ortiz, Pablo

AU - Del Hoyo, Ana M.

AU - Harutyunyan, Syuzanna R.

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N2 - Tertiary diarylmethanols are highly bioactive structural motifs. A new strategy to access chiral tertiary diarylmethanols through copper-catalyzed direct alkylation of (di)(hetero)aryl ketones by using Grignard reagents was developed. The low reactivity and the similarity of the enantiotopic faces of bisaromatic ketones were partially overcome, which resulted in moderate to good yields and enantioselectivities.

AB - Tertiary diarylmethanols are highly bioactive structural motifs. A new strategy to access chiral tertiary diarylmethanols through copper-catalyzed direct alkylation of (di)(hetero)aryl ketones by using Grignard reagents was developed. The low reactivity and the similarity of the enantiotopic faces of bisaromatic ketones were partially overcome, which resulted in moderate to good yields and enantioselectivities.

KW - Addition reactions

KW - Alcohols

KW - Alkylation

KW - Asymmetric catalysis

KW - Diarylmethanols

KW - Synthetic methods

UR - https://www.scopus.com/pages/publications/84919694874

U2 - 10.1002/ejoc.201403297

DO - 10.1002/ejoc.201403297

M3 - Article

AN - SCOPUS:84919694874

SN - 1434-193X

VL - 2015

SP - 72

EP - 76

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 1

ER -

Catalytic asymmetric alkylation of aryl heteroaryl ketones

Abstract

Keywords

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