4.4 Article

Stereocontrolled α-alkylation of oxime ether derived from terpene:: Efficient synthesis of new chiral γ- and δ-amino alcohols

Journal

SYNLETT
Volume -, Issue 11, Pages 1669-1672

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-2008-1078492

Keywords

oxime ether; (+)-nopinone; stereocontrolled alkylation; amino alcohols

Funding

  1. French Ministry of Industry
  2. CIFRE
  3. CNRS
  4. French Ministry of Research

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The alkylation of (+)-nopinone oxime ether with various electrophiles afforded the corresponding adduct with a total stereoselectivity. Further reduction of the oxime ether afforded an easily access to new chiral gamma-and delta-amino alcohols of high interest for catalysis and asymmetric synthesis.

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