Synthesis of dimethyl 4-thiazolidinylphosphine oxides via addition of dimethylphosphine oxide to 3-thiazolines

Abstract

The addition of dimethylphosphine oxide and its trimethylsiloxyphosphorus(III) derivative, generated in situ, to 3‐thiazolines was found to yield dimethyl 4‐thiazolidinylphosphine oxides via three different synthetic routes. The structures of two products were confirmed by X‐ray analysis; common features include approximate envelope conformations of the five‐membered rings and hydrogen bonding of the form N–H· · ·O=P. © 1997 John Wiley & Sons, Inc. Heteroatom Chem 8: 207–215, 1997.