✦ LIBER ✦
ChemInform Abstract: Asymmetric Hetero Diels-Alder Reaction of N-Benzylimines Derived from ( R)-Glyceraldehyde: A New Approach to Homochiral Piperidine Building Blocks and Its Application to the Synthesis of (2R)-4-Oxopipecolic Acid.
✍ Scribed by R. BADORREY; C. CATIVIELA; M. D. DIAZ-DE-VILLEGAS; J. A. GALVEZ
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 30 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0931-7597
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✦ Synopsis
Asymmetric Hetero Diels-Alder Reaction of N-Benzylimines Derived from ( R)-Glyceraldehyde: A New Approach to Homochiral Piperidine Building Blocks and Its Application to the Synthesis of (2R)-4-Oxopipecolic Acid.
-The D-glyceraldehyde derived N-benzyl imine (I) undergoes a highly diastereoselective hetero Diels-Alder reaction with Danishefsky's diene (II) in the presence of zinc salts to the pyridinone (III). Adduct (III) represents a versatile intermediate for a series of enantiomerically pure synthons such as the oxopipecolic acid (IV). -(BADORREY, R.;