Stereoselective synthesis of anti-2-oxazolidinones by Ph3P–CCl4–Et3N mediated SN2 cyclization of N-Boc-β-amino alcohols

✍ Scribed by G Madhusudhan; G Om Reddy; J Ramanatham; P.K Dubey

• Book ID: 104254122
• Publisher: Elsevier Science
• Year: 2003
• Tongue: French
• Weight: 124 KB
• Volume: 44
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(03)01508-9

✦ Synopsis

Ethyl anti-4-substituted phenyl-2-oxo-1,3-oxazolidine-5-carboxylates were synthesized stereoselectively in excellent yields using the Ph 3 P-CCl 4 -Et 3 N system by S N 2 cyclization of N-Boc-b-amino alcohols. syn to anti conversion of ethyl 4-substituted phenyl-2-oxo-1,3-oxazolidine-5-carboxylates using DBU as base is also described.