Synlett 2016; 27(19): 2631-2636
DOI: 10.1055/s-0036-1588633
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© Georg Thieme Verlag Stuttgart · New York

Lewis Base Catalyzed Nucleophilic Substitutions of Alcohols

Peter H. Huy*
Saarland University, Institute of Organic Chemistry, P. O. Box 151150, 66041 Saarbruecken, Germany   eMail: peter.huy@uni-saarland.de
,
Tanja Hauch
Saarland University, Institute of Organic Chemistry, P. O. Box 151150, 66041 Saarbruecken, Germany   eMail: peter.huy@uni-saarland.de
,
Isabel Filbrich
Saarland University, Institute of Organic Chemistry, P. O. Box 151150, 66041 Saarbruecken, Germany   eMail: peter.huy@uni-saarland.de
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Publikationsverlauf

Received: 31. August 2016

Accepted after revision: 29. September 2016

Publikationsdatum:
18. Oktober 2016 (eFirst)

Abstract

Nucleophilic substitutions (SN) at sp3-hybridized carbon centers are one of the most fundamental type of transformation in organic synthesis. Taking the importance of bimolecular SN reactions into account, catalytic variants must be considered as underdeveloped. This review highlights the most recent progress in the emerging field of Lewis base catalyzed SN-type transformations that are mediated by simple acid chlorides and anhydrides.

1 Introduction

2 Phosphine Oxide and Cyclopropenone Catalysis

3 Formamide Catalysis

4 Other Catalytic Systems

5 Conclusion

 
  • References and Notes


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