Metal-catalyzed asymmetric 1,4-conjugate addition of vinylboron compounds to 2-substituted-4-oxy-cyclopent-2-en-1-ones resulting in prostaglandins and prostaglandin analogs

摘要

The present invention provides a novel method for the preparation of 2,3-disubstituted-4-oxy-cyclopentan-1-one compounds useful for the synthesis of industrially relevant prostaglandins and prostaglandin analogs. provide. The method involves a metal-catalyzed asymmetric 1,4-conjugate addition of a vinylboron compound to a 2-substituted-4-oxy-cyclopent-2-en-1-one. This method relies on the use of reagents that are less toxic and easier to handle, and can be performed under the milder conditions provided by some conventional methods, and in high yields, enantiomers and dia Stereoselectively results in 2,3-disubstituted-4-oxy-cyclopentan-1-one compounds that are precursors of the aforementioned prostaglandins and prostaglandin analogs.