1442467-11-9Relevant academic research and scientific papers
Catalytic asymmetric synthesis of dihydrofurans and cyclopentenols with tertiary stereocenters
Wu, Zhongtao,Madduri, Ashoka V. R.,Harutyunyan, Syuzanna R.,Minnaard, Adriaan J.
, p. 575 - 582 (2014/02/14)
A new asymmetric synthesis of dihydrofurans and cyclopentenols has been developed and is based on the copper-catalyzed 1,2-addition of Grignard reagents to enones in combination with Sonogashira coupling/cyclization or ring-closing metathesis. By this approach, dihydrofurans with an oxygen-containing tertiary stereocenter and chiral tertiary cyclopentenols are efficiently prepared. The absolute stereochemistry of the products has been established. The copper-catalyzed 1,2-addition of Grignard reagents to enones, combined with Sonogashira coupling/cyclization or ring-closing metathesis, provides a new asymmetric synthesis of dihydrofurans and cyclopentenols. Two different kinds of dihydrofurans are obtained with medium-to-high enantioselectivities. Copyright
