1 H, 13 C and 31 P NMR studies of the stereochemistry of chiral (4 R , 6 R )‐2‐substituted‐1,3,2‐dioxaphosphorinanes
1986; Wiley; Volume: 24; Issue: 10 Linguagem: Inglês
10.1002/mrc.1260241009
ISSN1097-458X
AutoresGábor Szalontai, József Bakos, Imre Tóth, Bálint Heil, István Pelczer, Pàl Sohár,
Tópico(s)Synthesis and Reactivity of Sulfur-Containing Compounds
ResumoAbstract 13 C, 1 H and 31 P NMR investigations have been carried out to determine the ring stereochemistry and phosphorus configuration for four chiral (4 R , 6 R )‐2‐substituted‐1,3,2‐dioxaphosphorinane derivatives 1–4 (2‐substituent = Cl, Ph, OMe and O‐ t ‐Bu, respectively). 1 H NMR spectra, double resonance, 2D‐ J experiments and spin simulation proved the chair character of the ring. Depending on the position of R, two diastereomers may exist, but in most cases only one predominating form was detected. Dynamic processes were observed for 1 and 2. Saturation transfer experiments proved the existence of ring and/or phosphorus inversions.
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