ChemInform Abstract: Asymmetric Synthesis of 2,6-Diaminopimelic Acids.
Abstract
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ChemInform Abstract
The commercially available chiral lactone (I) is converted to the aldehyde (IV) via the homoallyl derivative (III). (IV) is coupled with the boron enolate (VI) of (I) to give the β-hydroxy bislactone ( VII). Further transformation into the xanthogenate (X) and subsequent triphenylstannane-mediated deoxygenation produce the bislactone (XI) which is subjected to catalytic hydrogenation, yielding (R,R)-2,6- diaminopimelic acid (XII).