(3aS,7aS)-1-[2-Oxo-1,3-bis[(S)-1-phenylethyl]perhydro-1,3,2lambda5-benzodiazaphosphol-2-yl]-1-phenylmethanol: a mixture of diastereoisomers in a disordered crystal

Acta Crystallogr C. 2004 Jun;60(Pt 6):o411-4. doi: 10.1107/S0108270104008492. Epub 2004 May 11.

Abstract

In the title compound, C(29)H(35)N(2)O(2)P, the stereogenic C center alpha to the P atom, formed during the Pudovik condensation reaction between a deprotonated chiral diazaphosphole and benzaldehyde, has disordered substituents, giving a mixture of Calpha-R and Calpha-S diastereoisomers. Moreover, this compound crystallizes with two independent molecules in the asymmetric unit. The observed configuration at the Calpha atom is 0.741 (6)-S mixed with 0.259 (6)-R, indicating diastereoisomeric enrichment during crystallization. Data from solution and solid-state studies consistently point to an epimerization process at the Calpha atom.