10288-24-1

Upstream product

• 17559-81-8 (Z)-hex-3-ene-2,5-dione 

Downstream Products

• 966-47-2 3-methoxy-estra-1,3,5⁽¹⁰⁾,8⁽⁹⁾,14⁽¹⁵⁾-pentaene-17-one 
• 935684-22-3 (1R,4R)-4-(tert-butyldimethylsilanyloxy)-2-iodo-3-methylcyclopent-2-enyl 2,3,4,5,6-pentafluorobenzoate 

Relevant academic research and scientific papers

Formal enantioselective synthesis of (+)-estrone

(Chemical Equation Presented) A formal total synthesis of (+)-estrone (4% overall yield; ca. 12 steps) could be achieved via the Torgov diene. An asymmetric allylic substitution is the key step for the construction of the chiral quaternary carbon center of a synthetic intermediate which was converted in four steps to the Torgov diene.

Regio- and diastereo-selectivity in 1,3-dipolar cycloadditions of nitrile oxides to 4-substituted cyclopent-2-enones

The behaviour of 4-hydroxy-4-methylcyclopent-2-enone and related 4-substituted cyclopent-2-enones towards 1,3-dipolar cycloaddition with nitrile oxides is studied.The reactions are always completely regioselective while the diastereofacial selectivity depends on the nature of the substituents. Remarkably, the reaction of 4-acetoxycyclopent2-enone shows complete regio- and diastereo-facial selectivity. The Royal Society of Chemistry 2000.