136171-94-3

Upstream product

• 13906-67-7 3-formyl-oxiranecarboxylic acid ethyl ester 
• 136060-76-9 2-O-Tosyl-D-erythro-1,4-lactone 
• 98-59-9 p-toluenesulfonyl chloride 
• 15667-21-7 D-erythronolactone 

Downstream Products

• 135693-13-9 3-{(2R,3S)-1-Carboxymethyl-4-oxo-3-[2-(pyrrolidine-1-carbonyl)-benzoylamino]-azetidin-2-yl}-propionic acid ethyl ester; compound with pyrrolidine 
• 140925-20-8 (2S,3S)-3-formyloxirane-2-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

Organocatalytic asymmetric epoxidation reactions in water-alcohol solutions

The diastereo- and enantioselective organocatalytic epoxidation of α,β-unsaturated aldehydes in aqueous solutions is presented. By the screening of the reaction conditions for the epoxidation of cinnamic aldehyde applying hydrogen peroxide as the oxidant and 2-[bis-(3,5-bis-trifluoromethyl- phenyl)-trimethylsilanyloxy-methyl]-pyrrolidine as the catalyst, a highly stereoselective reaction has been developed. The scope of the diastereo- and enantioselective organocatalytic epoxidation in aqueous solutions is documented by the asymmetric epoxidation of α,β-unsaturated aldehydes with enantioselectivities up to 96% ee. The Royal Society of Chemistry 2005.

Process and intermediates for chiral epoxides

Chiral epoxybutyrates are prepared in high yield from novel dihydro-3R-substituted sulfonyloxy-4R-hydroxy-2-(3H)furanones via based catalyzed alcoholysis. The product chiral epoxy butyrates are useful intermediates for the synthesis of 1-carba-1-dethia cephem antibiotics.