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Conformational control in the SuperQuat chiral auxiliary 5,5-dimethyl-4-iso-propyloxazolidin-2-one induces the iso-propyl group to mimic a tert-butyl group

Abstract:
1H NMR nOe spectroscopic studies reveal that conformational control in the enolates of N-acyl-5,5-dimethyl-4-iso-propyloxazolidin-2-ones ensures that the stereodirecting effect of its 4-iso-propyl-5,5-dimethyl functional group affords superior levels of facial selectivity normally associated with enolates derived from N-acyl-4-tert-butylox-azolidin-2-ones.
Publication status:
Published

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Publisher copy:
10.1039/b005419o

Authors


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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
Journal:
CHEMICAL COMMUNICATIONS More from this journal
Issue:
18
Pages:
1721-1722
Publication date:
2000-01-01
DOI:
EISSN:
1364-548X
ISSN:
1359-7345
Language:
English
Pubs id:
pubs:110606
UUID:
uuid:f992e066-709c-4cd1-806e-1623e90c1fb2
Local pid:
pubs:110606
Source identifiers:
110606
Deposit date:
2012-12-19

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