Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2014, Issue 3, Pages 575-582Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201301476
Keywords
Synthetic methods; Nucleophilic addition; Cyclization; Alcohols; Oxygen heterocycles
Categories
Funding
- Netherlands Research School on Chemistry and Catalysis (NRSC Catalysis program)
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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.
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