Abstract
Highly diastereoselective hydrophosphonylation of 2-azanorbornane aldehyde exo-1 with silylated phosphorus esters yielded the (S)-α-hydroxyphosphonic acid exo-3a. The use of endo-2 gives the isomer with the opposite configuration at the new stereogenic center (R)-endo-4a. X-ray analysis revealed that exo-3a crystallizes in the orthorhombic space group P212121 with two crystallographically independent molecules, one zwitterionic and the other forming a salt with HBr.
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