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Recent Advances in Stereoselective Synthesis of 1,3-Dienes

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Stereoselective Alkene Synthesis

Part of the book series: Topics in Current Chemistry ((TOPCURRCHEM,volume 327))

Abstract

Abstract

The aim of this review is to present the latest developments in the stereoselective synthesis of conjugated dienes, covering the period 2005–2010. Since the use of this class of compounds is linked to the nature of their appendages (aryls, alkyls, electron-withdrawing, and heterosubstituted groups), the review has been categorized accordingly and illustrates the most representative strategies and mechanisms to access these targets.

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Abbreviations

Acac:

Acetylacetone

BINAP:

2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl

BOM:

Benzyloxymethyl

COD:

1,5-Cyclooctadiene

COT:

1,3,5,7-Cyclooctatetraene

Cp:

Cyclopentadiene

dba:

Dibenzylideneacetone

DMB:

3,4-Dimethoxybenzyl

dmfm:

Dimethylfumarate

EE:

Ethoxyethyl

HMDS:

Hexamethyldisilazane

IPr:

N,N′-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene

LDA:

Lithium diisopropylamide

MIP:

Methoxyisopropyl

MOM:

Methoxymethyl

MVK:

Methylvinylketone

pin:

Pinacol

Piv:

Pivaloyl

PMB:

p-Methoxybenzyl

TBAF:

Tetrabutylammonium fluoride

TBDPS:

tert-Butyldiphenylsilyl

TBS:

tert-Butyldimethylsilyl

TES:

Triethylsilyl

Tf:

Trifluoromethanesulfonyl

THP:

Tetrahydropyranyl

TMP:

2,2,6,6-Tetramethylpiperidine

TMS:

Trimethylsilyl

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Authors and Affiliations

  1. UMR CNRS 6014 “COBRA”, Université de Rouen, 76821, Mont St Aignan Cedex, France

    Michael De Paolis

  2. UMR CNRS 6014 “COBRA”, Université de Rouen, 76821, Mont St Aignan Cedex, France

    Isabelle Chataigner

  3. UMR CNRS 6014 “COBRA”, Université de Rouen, 76821, Mont St Aignan Cedex, France

    Jacques Maddaluno

Authors
  1. Michael De Paolis
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  2. Isabelle Chataigner
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  3. Jacques Maddaluno
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Correspondence to Jacques Maddaluno .

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Editors and Affiliations

  1. , Department of Chemistry, Peking University, Beijing, 100871, China, People's Republic

    Jianbo Wang

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De Paolis, M., Chataigner, I., Maddaluno, J. (2012). Recent Advances in Stereoselective Synthesis of 1,3-Dienes. In: Wang, J. (eds) Stereoselective Alkene Synthesis. Topics in Current Chemistry, vol 327. Springer, Berlin, Heidelberg. https://doi.org/10.1007/128_2012_320

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