183746-02-3

Upstream product

• 133494-58-3 (1S,2R)-1-<methyl>-2-(hydroxymethyl)cyclopropane 
• 183745-93-9 (4S,5S)-4,5-Bis-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropyl]-2,2-dimethyl-[1,3]dioxolane 
• 183745-99-5 (1S,2S)-1,2-Bis-[(1R,2S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopropyl]-ethane-1,2-diol 
• 251444-03-8 (1R,2S)-2-(tert-butyldiphenylsilyloxy)methyl-1-formylcyclopropane 

Relevant academic research and scientific papers

Efficient asymmetric synthesis of cis-2-methylcyclopropanecarboxylic acid

We have developed a versatile method for the synthesis of enantiomerically pure cis-2-methylcyclopropanecarboxylic acid (-)-2, a component of curacin A, and its enantiomer, (+)-2. Double-asymmetric Simmons-Smith cyclopropanation of the dienes 5 and 9 derived from diethyl L-tartrate proceeded with excellent diastereofacial selectivity (>99% de) to give the dicyclopropanes 6 and 10, which were converted to both enantiomers of 2.