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Synthesis of new chiral bis(isoxazoline) ligands containing spiro[5.5]undecane skeleton

✍ Scribed by Midori A. Arai; Minori Kuraishi; Takayoshi Arai; Hiroaki Sasai

Publisher
John Wiley and Sons
Year
2002
Tongue
English
Weight
335 KB
Volume
15
Category
Article
ISSN
0899-0042

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✦ Synopsis

New chiral bis(isoxazoline) ligands bearing a spiro[5.5]undecane skeleton were designed and synthesized in five steps from diethyl malonate (3). These ligands showed a coordinating ability to Cu(II) as chiral ligands. A complex of (+)-(M*,S*,R*)-[5.5]-SPRIX 2b and Cu(OTf)(2) catalyzed the conjugate addition of diethyl-zinc to 2-cyclohexenone (8) to give (S)-3-ethyl-cyclohexanone (9) in 93% yield with 54% ee.

πŸ“œ SIMILAR VOLUMES

ChemInform Abstract: Diastereoselective
ChemInform Abstract: Diastereoselective Synthesis of 1-Aza-spiro[5.5]undecane Skeleton.
✍ Marc David; Hamid Dhimane; Corinne Vanucci-Bacque; Gerard Lhommet πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 28 KB πŸ‘ 1 views

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