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. 2020 May 25;59(30):12293–12307. doi: 10.1002/anie.202003115

Table 2.

Important publications concerning mechanistic aspects of the Huisgen reaction.

Year

Research Subject

Main author

Location

Ref.

1932

Stereospecific cycloadditions of diazomethane

K. von Auwers

Marburg

18

1934

Formula of diazomethane with correct Lewis structure

H. Boersch

Vienna

111

1953

Mechanism of ozonolyses of alkenes

R. Criegee

Karlsruhe

17

1954

Cycloadditions of diazomethane and phenyl azide to strained cycloalkenes

K. Ziegler

Mülheim/Ruhr

112

1957–1959

Mechanism of diazoalkane and aryl azide cycloadditions to norbornene derivatives

R. Huisgen

Munich

24

1960

General concept of 1,3‐dipolar cycloadditions

R. Huisgen

Munich

1

1961

Reaction of cyclooctyne with phenyl azide

G. Wittig

Heidelberg

104b

1963

Review: “Kinetics and Mechanism of 1,3‐Dipolar Cycloadditions”

R. Huisgen

Munich

39

1964

First calculations of activation enthalpies of alkene–diazoalkane cycloadditions

O. E. Polansky,

P. Schuster

Vienna

52

1965

First publication concerning the conservation of orbital symmetry

R. B. Woodward,

R. Hoffmann

Cambridge/USA

40

1967

Stereospecific ring‐opening of aziridines to give azomethine ylides and their cycloadditions

R. Huisgen

Munich

42

1968

Proposal of the diradical mechanism for 1,3‐dipolar cycloadditions and Diels–Alder reactions

R. A. Firestone

Rahway

43

1969

Woodward–Hoffmann Rules

R. B. Woodward,

R. Hoffmann

Cambridge/USA, Ithaca

41

1971

Application of the frontier orbital model for the classification of reactivities in 1,3‐dipolar cycloadditions and Diels–Alder reactions

R. Sustmann

Münster

53

1972

Interpretation of the regioselectivity in 1,3‐dipolar cycloadditions with the frontier orbital model

J. Bastide

K. N. Houk

Perpignan

Baton Rouge

54

55

1975

Ab initio calculations of the reaction mechanism of the 1,3‐dipolar cycloaddition

D. Poppinger

Canberra

57

1978

Record stereospecificity of diazomethane cycloadditions

R. Huisgen

Munich

46

1986

First two‐step 1,3‐dipolar cycloadditions of thiocarbonyl ylides via zwitterions

R. Huisgen

Munich

50

2003

Concluding review: “1,3‐Dipolar Cycloadditions: Concertedness, Yes or No?”

R. Huisgen

Munich

113

2007

Distortion/interaction model for interpretation of 1,3‐dipolar cycloadditions

K. N. Houk

Los Angeles

66

2012

Olefin–carbonyl metathesis with the help of in situ generated azomethine imines

T. H. Lambert

New York

114

2018

Analysis of the concerted reaction mechanism of diazoalkane–alkene cycloadditions employing nucleophilicity–electrophilicity parameters

H. Mayr, A. R. Ofial,

H. Zipse

Munich

48

2018

Last publication of R. Huisgen concerning 1,3‐dipolar cycloadditions: regioselectivity of heteroatom‐substituted alkynes with diazoalkanes

M. Breugst, R. Huisgen, H.‐U. Reissig

Cologne,

Munich, Berlin

69