Lithiation-Electrophilic Substitution of N-Thiopivaloylazetidine

Lithiation-Electrophilic Substitution of N-Thiopivaloylazetidine

The fourth protocol: The rarely studied N‐thiopivaloyl group plays a crucial role in mediating efficient α lithiation and incorporation of diverse electrophiles onto an azetidine ring; in the presence of chiral ligands, this chemistry also provides the first example of an enantioselective electrophi...

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Veröffentlicht in:Angewandte Chemie (International ed.) 2010-04, Vol.49 (16), p.2900-2903
Hauptverfasser: Hodgson, David M, Kloesges, Johannes
Format: Artikel
Sprache:eng
Schlagworte:
asymmetric synthesis
azetidines
electrophilic substitution
lithiation
synthetic methods
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Zusammenfassung:The fourth protocol: The rarely studied N‐thiopivaloyl group plays a crucial role in mediating efficient α lithiation and incorporation of diverse electrophiles onto an azetidine ring; in the presence of chiral ligands, this chemistry also provides the first example of an enantioselective electrophilic substitution on a four‐membered ring.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201000058