19190-96-6

Upstream product

• 622-46-8 carbamic acid phenyl ester 
• 925669-95-0 2,3-cis-epoxybutane 
• 21490-63-1 2,3-trans-epoxybutane 
• 87782-29-4 (4R,5R)-4-Bromomethyl-5-methyl-oxazolidin-2-one 
• 87782-17-0 (4S,5S)-4-Bromomethyl-3-tert-butyl-5-methyl-oxazolidin-2-one 
• 497-19-8 sodium carbonate 
• 54705-36-1 (1RS,2RS)-2-chloro-1-methyl-propylamine; hydrochloride 
• 54705-36-1 (1RS,2SR)-2-chloro-1-methyl-propylamine; hydrochloride 

Relevant academic research and scientific papers

Aluminium-Catalysed Oxazolidinone Synthesis and their Conversion into Functional Non-Symmetrical Ureas

An efficient and practical aluminium-catalysed approach towards a range of functional oxazolidinones is reported. The method is based on cheap and readily available starting materials including terminal and internal (bicyclic) epoxides and phenyl carbamate. The oxazolidinones serve as highly useful synthons for the high yield preparation of non-symmetrical ureas by nucleophilic ring-opening affording the targeted urea compounds with excellent functional group diversity, high regioselectivity and isolated yields up to >99%.

A short diastereo- and enantioselective synthesis of cis-4,5-disubstituted oxazolidin-2-ones

The asymmetric synthesis of cis-4,5-disubstituted oxazolidin-2-ones is described. Following a four step reaction sequence of α-alkylation, 1,2-addition with subsequent carbamate protection, cyclization and concluding with cleavage of the auxiliary the title compounds are obtained in moderate yields and in excellent diastereo- and enantiomeric excesses (de = 88 - > 96%, ee > 96%).