Enantioselective Copper-Catalyzed Oxy-Alkynylation of Diazo Compounds

Enantioselective catalytic methods allowing the addition of both a nucleophile and an electrophile onto diazo compounds give a fast access into important building blocks. Herein, we report the highly enantioselective oxyalkynylation of diazo compounds using ethynylbenziodoxol-(on)e reagents and a simple copper bisoxazoline catalyst. The obtained a-benzoyloxy propargylic esters are useful building blocks, which are difficult to synthesize in enantiopure form using other methods. The obtained products could be efficiently transformed into vicinal diols and a-hydroxy propargylic esters without loss in enantiopurity.


Published in:
Journal Of The American Chemical Society, 139, 25, 8420-8423
Year:
2017
Publisher:
Washington, American Chemical Society
ISSN:
0002-7863
Laboratories:




 Record created 2017-09-05, last modified 2018-01-28


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