Catalytic Asymmetric Intermolecular Allylic Functionalization of Unactivated Internal Alkenes

Liela Bayeh; Uttam K. Tambar

doi:10.1021/acscatal.7b03081

Catalytic Asymmetric Intermolecular Allylic Functionalization of Unactivated Internal Alkenes

Liela Bayeh, Uttam K. Tambar

Research output: Contribution to journal › Review article › peer-review

22 Scopus citations

Abstract

The asymmetric allylic functionalization of unactivated internal alkenes is an emerging strategy for the conversion of simple unsaturated starting materials into a diverse range of enantioenriched products. This Perspective summarizes the development of reactions wherein a chiral catalyst facilitates the intermolecular stereoselective reaction between an achiral unactivated internal alkene and a reagent.

Original language	English (US)
Pages (from-to)	8533-8543
Number of pages	11
Journal	ACS Catalysis
Volume	7
Issue number	12
DOIs	https://doi.org/10.1021/acscatal.7b03081
State	Published - Dec 1 2017

Keywords

allylic alkylation
allylic amination
allylic esterification
allylic oxidation
enantioselective catalysis
enantioselective heteroene
internal alkenes

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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10.1021/acscatal.7b03081

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title = "Catalytic Asymmetric Intermolecular Allylic Functionalization of Unactivated Internal Alkenes",

abstract = "The asymmetric allylic functionalization of unactivated internal alkenes is an emerging strategy for the conversion of simple unsaturated starting materials into a diverse range of enantioenriched products. This Perspective summarizes the development of reactions wherein a chiral catalyst facilitates the intermolecular stereoselective reaction between an achiral unactivated internal alkene and a reagent.",

keywords = "allylic alkylation, allylic amination, allylic esterification, allylic oxidation, enantioselective catalysis, enantioselective heteroene, internal alkenes",

author = "Liela Bayeh and Tambar, {Uttam K.}",

note = "Funding Information: Financial support was provided by W. W. Caruth, Jr. Endowed Scholarship, Welch Foundation (I-1748), National Institutes of Health (R01GM102604), National Science Foundation (1150875), and Sloan Research Fellowship. Publisher Copyright: {\textcopyright} 2017 American Chemical Society.",

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doi = "10.1021/acscatal.7b03081",

language = "English (US)",

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T1 - Catalytic Asymmetric Intermolecular Allylic Functionalization of Unactivated Internal Alkenes

AU - Bayeh, Liela

AU - Tambar, Uttam K.

N1 - Funding Information: Financial support was provided by W. W. Caruth, Jr. Endowed Scholarship, Welch Foundation (I-1748), National Institutes of Health (R01GM102604), National Science Foundation (1150875), and Sloan Research Fellowship. Publisher Copyright: © 2017 American Chemical Society.

PY - 2017/12/1

Y1 - 2017/12/1

N2 - The asymmetric allylic functionalization of unactivated internal alkenes is an emerging strategy for the conversion of simple unsaturated starting materials into a diverse range of enantioenriched products. This Perspective summarizes the development of reactions wherein a chiral catalyst facilitates the intermolecular stereoselective reaction between an achiral unactivated internal alkene and a reagent.

AB - The asymmetric allylic functionalization of unactivated internal alkenes is an emerging strategy for the conversion of simple unsaturated starting materials into a diverse range of enantioenriched products. This Perspective summarizes the development of reactions wherein a chiral catalyst facilitates the intermolecular stereoselective reaction between an achiral unactivated internal alkene and a reagent.

KW - allylic alkylation

KW - allylic amination

KW - allylic esterification

KW - allylic oxidation

KW - enantioselective catalysis

KW - enantioselective heteroene

KW - internal alkenes

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U2 - 10.1021/acscatal.7b03081

DO - 10.1021/acscatal.7b03081

M3 - Review article

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AN - SCOPUS:85036660087

SN - 2155-5435

VL - 7

SP - 8533

EP - 8543

JO - ACS Catalysis

JF - ACS Catalysis

IS - 12

ER -

Catalytic Asymmetric Intermolecular Allylic Functionalization of Unactivated Internal Alkenes

Abstract

Keywords

ASJC Scopus subject areas

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