Development of chiral heteroleptic magnesium amides; asymmetric deprotonations mediated by six-membered metallocyclic amidomagnesium naphtholates

Emma L. Carswell, William J Kerr, Duncan McArthur, Marek Pazicky, Allan Watson

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

A series of enantioenriched six-membered metallocyclic amidomagnesium naphtholates were prepared and used to probe the structure-reactivity/selectivity relationships of heteroleptic magnesium base complexes within asymmetric deprotonation reactions. An effective complex was identified and applied within enantioselective enolisation processes, delivering good levels of enantioselectivity and also revealing key structural requirements for achieving such selectivity.
LanguageEnglish
Pages7344-7349
Number of pages6
JournalTetrahedron
Volume70
Issue number40
Early online date18 Jun 2014
DOIs
Publication statusPublished - 7 Oct 2014

Fingerprint

Deprotonation
Enantioselectivity
Amides
Magnesium

Keywords

  • enantioselective deprotonation
  • heteroleptic magnesium bases
  • enolate
  • asymmetric synthesis
  • amidonaphtholate

Cite this

Carswell, Emma L. ; Kerr, William J ; McArthur, Duncan ; Pazicky, Marek ; Watson, Allan. / Development of chiral heteroleptic magnesium amides; asymmetric deprotonations mediated by six-membered metallocyclic amidomagnesium naphtholates. In: Tetrahedron. 2014 ; Vol. 70, No. 40. pp. 7344-7349.
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Development of chiral heteroleptic magnesium amides; asymmetric deprotonations mediated by six-membered metallocyclic amidomagnesium naphtholates. / Carswell, Emma L.; Kerr, William J; McArthur, Duncan; Pazicky, Marek; Watson, Allan.

In: Tetrahedron, Vol. 70, No. 40, 07.10.2014, p. 7344-7349.

Research output: Contribution to journalArticle

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