Diastereoselective carbometalation of Oxa- and azabicyclic alkenes under iron catalysis

Shingo Ito; Takuma Itoh; Masaharu Nakamura

doi:10.1002/anie.201006180

Diastereoselective carbometalation of Oxa- and azabicyclic alkenes under iron catalysis

Shingo Ito, Takuma Itoh, Masaharu Nakamura^*

^*Corresponding author for this work

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

75 Citations (Scopus)

Abstract

Highly diastereoselective carbometalation of oxa- and azabicyclic alkenes with arylzinc reagents has been achieved by using FeCl₃ and novel ortho-phenylene diphosphine ligands (see scheme; E=electrophile). The carbozincation products are stable towards β-heteroatom elimination and can be trapped with various electrophiles.

Original language	English
Pages (from-to)	454-457
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	50
Issue number	2
DOIs	https://doi.org/10.1002/anie.201006180
Publication status	Published - Jan 10 2011
Externally published	Yes

ASJC Scopus Subject Areas

Catalysis
General Chemistry

Keywords

bicyclic alkenes
carbometalation
diastereoselectivity
diphosphine ligands
iron

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10.1002/anie.201006180

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title = "Diastereoselective carbometalation of Oxa- and azabicyclic alkenes under iron catalysis",

abstract = "Highly diastereoselective carbometalation of oxa- and azabicyclic alkenes with arylzinc reagents has been achieved by using FeCl3 and novel ortho-phenylene diphosphine ligands (see scheme; E=electrophile). The carbozincation products are stable towards β-heteroatom elimination and can be trapped with various electrophiles.",

keywords = "bicyclic alkenes, carbometalation, diastereoselectivity, diphosphine ligands, iron",

author = "Shingo Ito and Takuma Itoh and Masaharu Nakamura",

year = "2011",

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day = "10",

doi = "10.1002/anie.201006180",

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volume = "50",

pages = "454--457",

journal = "Angewandte Chemie - International Edition",

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T1 - Diastereoselective carbometalation of Oxa- and azabicyclic alkenes under iron catalysis

AU - Ito, Shingo

AU - Itoh, Takuma

AU - Nakamura, Masaharu

PY - 2011/1/10

Y1 - 2011/1/10

N2 - Highly diastereoselective carbometalation of oxa- and azabicyclic alkenes with arylzinc reagents has been achieved by using FeCl3 and novel ortho-phenylene diphosphine ligands (see scheme; E=electrophile). The carbozincation products are stable towards β-heteroatom elimination and can be trapped with various electrophiles.

AB - Highly diastereoselective carbometalation of oxa- and azabicyclic alkenes with arylzinc reagents has been achieved by using FeCl3 and novel ortho-phenylene diphosphine ligands (see scheme; E=electrophile). The carbozincation products are stable towards β-heteroatom elimination and can be trapped with various electrophiles.

KW - bicyclic alkenes

KW - carbometalation

KW - diastereoselectivity

KW - diphosphine ligands

KW - iron

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U2 - 10.1002/anie.201006180

DO - 10.1002/anie.201006180

M3 - Article

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VL - 50

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 2

ER -

Diastereoselective carbometalation of Oxa- and azabicyclic alkenes under iron catalysis

Abstract

ASJC Scopus Subject Areas

Keywords

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