Intermolecular 1,3-Dipolar Cycloadditions of Alkenes, Alkynes, and Allenes

L. J. Wang; Y. Tang

doi:10.1016/B978-0-08-097742-3.00428-6

Intermolecular 1,3-Dipolar Cycloadditions of Alkenes, Alkynes, and Allenes

L. J. Wang^*
, Y. Tang

^*Corresponding author for this work

CAS - Shanghai Institute of Organic Chemistry

Research output: Chapter in Book/Report/Conference proceeding › Chapter › peer-review

26 Scopus citations

Abstract

In this chapter, recent progress made in the field of intermolecular cycloaddition reactions of important 1,3-dipoles is described, including nitrones, carbonyl ylides, azomethine ylides, azomethine imines, nitrile oxides, nitrile imines, diazoalkanes, and azides. Plenty of 1,3-dipoles containing various combinations of carbon and heteroatoms reacted with various dipolarophiles, including versatile alkenes, alkynes, and allenes, have been reviewed, especially in the asymmetric catalysis. Several successful catalyst systems have been discussed in terms of chiral Lewis acids as well as chiral organocatalysts. In addition, the introduction of click chemistry by the cycloaddition of azides and acetylenes has been included.

Original language	English
Title of host publication	Additions to and Substitutions at C-C π-Bonds
Publisher	Elsevier Ltd
Pages	1342-1383
Number of pages	42
Volume	4
ISBN (Print)	9780080977430
DOIs	https://doi.org/10.1016/B978-0-08-097742-3.00428-6
State	Published - Feb 2014
Externally published	Yes

Keywords

1,3-Dipoles
Azides
Azomethine imines
Azomethine ylides
Carbonyl ylides
Cycloaddition
Diazoalkanes
Nitrile imines
Nitrile oxides
Nitrones

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10.1016/B978-0-08-097742-3.00428-6

Cite this

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title = "Intermolecular 1,3-Dipolar Cycloadditions of Alkenes, Alkynes, and Allenes",

abstract = "In this chapter, recent progress made in the field of intermolecular cycloaddition reactions of important 1,3-dipoles is described, including nitrones, carbonyl ylides, azomethine ylides, azomethine imines, nitrile oxides, nitrile imines, diazoalkanes, and azides. Plenty of 1,3-dipoles containing various combinations of carbon and heteroatoms reacted with various dipolarophiles, including versatile alkenes, alkynes, and allenes, have been reviewed, especially in the asymmetric catalysis. Several successful catalyst systems have been discussed in terms of chiral Lewis acids as well as chiral organocatalysts. In addition, the introduction of click chemistry by the cycloaddition of azides and acetylenes has been included.",

keywords = "1,3-Dipoles, Azides, Azomethine imines, Azomethine ylides, Carbonyl ylides, Cycloaddition, Diazoalkanes, Nitrile imines, Nitrile oxides, Nitrones",

author = "Wang, \{L. J.\} and Y. Tang",

year = "2014",

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doi = "10.1016/B978-0-08-097742-3.00428-6",

language = "英语",

isbn = "9780080977430",

volume = "4",

pages = "1342--1383",

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publisher = "Elsevier Ltd",

address = "英国",

}

TY - CHAP

T1 - Intermolecular 1,3-Dipolar Cycloadditions of Alkenes, Alkynes, and Allenes

AU - Wang, L. J.

AU - Tang, Y.

PY - 2014/2

Y1 - 2014/2

N2 - In this chapter, recent progress made in the field of intermolecular cycloaddition reactions of important 1,3-dipoles is described, including nitrones, carbonyl ylides, azomethine ylides, azomethine imines, nitrile oxides, nitrile imines, diazoalkanes, and azides. Plenty of 1,3-dipoles containing various combinations of carbon and heteroatoms reacted with various dipolarophiles, including versatile alkenes, alkynes, and allenes, have been reviewed, especially in the asymmetric catalysis. Several successful catalyst systems have been discussed in terms of chiral Lewis acids as well as chiral organocatalysts. In addition, the introduction of click chemistry by the cycloaddition of azides and acetylenes has been included.

AB - In this chapter, recent progress made in the field of intermolecular cycloaddition reactions of important 1,3-dipoles is described, including nitrones, carbonyl ylides, azomethine ylides, azomethine imines, nitrile oxides, nitrile imines, diazoalkanes, and azides. Plenty of 1,3-dipoles containing various combinations of carbon and heteroatoms reacted with various dipolarophiles, including versatile alkenes, alkynes, and allenes, have been reviewed, especially in the asymmetric catalysis. Several successful catalyst systems have been discussed in terms of chiral Lewis acids as well as chiral organocatalysts. In addition, the introduction of click chemistry by the cycloaddition of azides and acetylenes has been included.

KW - 1,3-Dipoles

KW - Azides

KW - Azomethine imines

KW - Azomethine ylides

KW - Carbonyl ylides

KW - Cycloaddition

KW - Diazoalkanes

KW - Nitrile imines

KW - Nitrile oxides

KW - Nitrones

UR - https://www.scopus.com/pages/publications/84903499460

U2 - 10.1016/B978-0-08-097742-3.00428-6

DO - 10.1016/B978-0-08-097742-3.00428-6

M3 - 章节

AN - SCOPUS:84903499460

SN - 9780080977430

VL - 4

SP - 1342

EP - 1383

BT - Additions to and Substitutions at C-C π-Bonds

PB - Elsevier Ltd

ER -

Intermolecular 1,3-Dipolar Cycloadditions of Alkenes, Alkynes, and Allenes

Abstract

Keywords

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