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Tandem Radical Reactions

  • Matthias Albert
  • Louis Fensterbank
  • Emmanuel Lacôte
  • Max MalacriaEmail author
Chapter
Part of the Topics in Current Chemistry book series (TOPCURRCHEM, volume 264)

Abstract

Radical tandem reactions—and in a wider context radical dominos or cascades—have attracted a lot of attention because of their intrinsic elegance and the construction of a broad and sometimes unique array of molecular architectures they allow in a single step. This review focuses on the latest progress in the design and development of new tandem reactions. The first part is devoted to intramolecular processes; the second part covers tandem and domino processes involving both intra- and intermolecular steps. The third part introduces intermolecular-only reactions. Finally, the last part focuses on tandem reactions involving both radical and non-radical elementary steps.

Cascades Domino processes Polycyclizations Radical reactions Tandem reactions 

Abbreviations

AIBN

Azo-bis-isobutyronitrile

BMDMS

bromomethyldimethylsilyl

Boc

tert-butoxycarbonyl

Cbz

carbobenzyloxy

DCE

1,2-Dichloroethane

DEPO

Diethylphosphine oxide

DLP

Dilauroyl peroxide

DMAP

4-Dimethylamino pyridine

DME

Ethylene glycol dimethyl ether

DMF

Dimethyl formamide

HMPA

Hexamethylphosphoramide

Ment

Menthyl

PTOC

pyridine thiocarbonyl

SET

Single electron transfer

SHi

intramolecular homolytic substitution

SM

Starting material

TBDPS

tert-butyldiphenyl silyl

TBS

tert-butyldimethyl silyl

TEMPO

2,2,6,6-tetramethyl-1-piperidinyloxy radical

TFE

trifluoroethanol

THF

tetrahydrofuran

TMP

2,2,6,6-tetramethyl piperidide

TMS

trimethylsilyl

TTMSS

tris-(trimethylsilyl)-silyl

TTMSSH

tris-(trimethylsilyl)-silane

V-40

1,1′-Azobis(cyclohexane-1-carbonitrile)

V-501

4,4′-azo-bis-(4-cyanopentanoic acid)

coll

collidine

dppe

diphenylphosphino ethane

dppp

diphenylphosphino propane

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Authors and Affiliations

  • Matthias Albert
    • 1
  • Louis Fensterbank
    • 1
  • Emmanuel Lacôte
    • 1
  • Max Malacria
    • 1
    Email author
  1. 1.Laboratoire de chimie organique (UMR CNRS 7611), Institut de chimie moléculaire (FR 2769)Université Pierre et Marie CurieParisFrance

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