Iodoaziridine derivatives as novel azahomoallyl radical precursors for [3+2] cycloaddition reactions with alkenes

O. Kitagawa; Y. Yamada; H. Fujiwara; T. Taguchi

doi:10.1002/1521-3773(20011015)40:20<3865::AID-ANIE3865>3.0.CO;2-5

Iodoaziridine derivatives as novel azahomoallyl radical precursors for [3+2] cycloaddition reactions with alkenes

O. Kitagawa, Y. Yamada, H. Fujiwara, T. Taguchi

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

33 Citations (Scopus)

Abstract

Functionalized pyrrolidine derivatives are accessible in good yields by radical iodine-transfer [3+2] cycloaddition of electron-rich alkenes with azahomoallyl radicals [Eq. (1)], which were generated by treating iodoaziridine derivatives with radical initiators. Ts = tosyl; 4-methylphenyl sulfonyl.

Original language	English
Pages (from-to)	3865-3867
Number of pages	3
Journal	Angewandte Chemie - International Edition
Volume	40
Issue number	20
DOIs	https://doi.org/10.1002/1521-3773(20011015)40:20<3865::AID-ANIE3865>3.0.CO;2-5
Publication status	Published - 2001 Oct 15
Externally published	Yes

Keywords

Cycloaddition
Nitrogen heterocycles
Radical reactions
Synthetic methods

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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10.1002/1521-3773(20011015)40:20<3865::AID-ANIE3865>3.0.CO;2-5

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title = "Iodoaziridine derivatives as novel azahomoallyl radical precursors for [3+2] cycloaddition reactions with alkenes",

abstract = "Functionalized pyrrolidine derivatives are accessible in good yields by radical iodine-transfer [3+2] cycloaddition of electron-rich alkenes with azahomoallyl radicals [Eq. (1)], which were generated by treating iodoaziridine derivatives with radical initiators. Ts = tosyl; 4-methylphenyl sulfonyl.",

keywords = "Cycloaddition, Nitrogen heterocycles, Radical reactions, Synthetic methods",

author = "O. Kitagawa and Y. Yamada and H. Fujiwara and T. Taguchi",

year = "2001",

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doi = "10.1002/1521-3773(20011015)40:20<3865::AID-ANIE3865>3.0.CO;2-5",

language = "English",

volume = "40",

pages = "3865--3867",

journal = "Angewandte Chemie - International Edition",

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publisher = "John Wiley and Sons Ltd",

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T1 - Iodoaziridine derivatives as novel azahomoallyl radical precursors for [3+2] cycloaddition reactions with alkenes

AU - Kitagawa, O.

AU - Yamada, Y.

AU - Fujiwara, H.

AU - Taguchi, T.

PY - 2001/10/15

Y1 - 2001/10/15

N2 - Functionalized pyrrolidine derivatives are accessible in good yields by radical iodine-transfer [3+2] cycloaddition of electron-rich alkenes with azahomoallyl radicals [Eq. (1)], which were generated by treating iodoaziridine derivatives with radical initiators. Ts = tosyl; 4-methylphenyl sulfonyl.

AB - Functionalized pyrrolidine derivatives are accessible in good yields by radical iodine-transfer [3+2] cycloaddition of electron-rich alkenes with azahomoallyl radicals [Eq. (1)], which were generated by treating iodoaziridine derivatives with radical initiators. Ts = tosyl; 4-methylphenyl sulfonyl.

KW - Cycloaddition

KW - Nitrogen heterocycles

KW - Radical reactions

KW - Synthetic methods

UR - http://www.scopus.com/inward/record.url?scp=0035887224&partnerID=8YFLogxK

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U2 - 10.1002/1521-3773(20011015)40:20<3865::AID-ANIE3865>3.0.CO;2-5

DO - 10.1002/1521-3773(20011015)40:20<3865::AID-ANIE3865>3.0.CO;2-5

M3 - Article

AN - SCOPUS:0035887224

SN - 1433-7851

VL - 40

SP - 3865

EP - 3867

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 20

ER -

Iodoaziridine derivatives as novel azahomoallyl radical precursors for [3+2] cycloaddition reactions with alkenes

Abstract

Keywords

ASJC Scopus subject areas

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