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Journal article : Review

Synthesis of allenes by 1,2-elimination

Abstract:
Allenes represent an extremely important class of organic molecules, which, as a result of their twisted orthogonal π-systems can possess axial chirality. A wide array of methods for allene synthesis have been reported, such as the substitution of propargylic electrophiles, isomerization of alkynes and sigmatropic rearrangement. An alternative approach for the synthesis of allenes is 1,2-elimination of an appropriately substituted precursor. This mini-review highlights recent examples of 1,2-elimination processes, which target allenes including both polar and radical processes. The main focus is upon how control over the stereospecificity (e.g. syn- or anti-) of the 1,2-elimination process can enable the synthesis of enantioenriched axially chiral allenes. Recent developments in this field are presented including both enantiospecific and catalytic asymmetric methods.
Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.2174/1385272823666191121122011

Authors

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author


Publisher:
Bentham Science Publishers
Journal:
Current Organic Chemistry More from this journal
Volume:
23
Issue:
27
Pages:
3027-3039
Publication date:
2019-11-30
DOI:
EISSN:
1875-5348
ISSN:
1385-2728


Language:
English
Keywords:
Subtype:
Review
Pubs id:
1089015
Local pid:
pubs:1089015
Deposit date:
2020-03-02
ARK identifier:

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