Journal
ORGANIC LETTERS
Volume 15, Issue 22, Pages 5730-5733Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol4027599
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- National Science Council of Republic of China [NSC 100-2113-M-003-009-MY2]
- National Taiwan Normal University
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An efficient enantioselective addition of an array of arylboronic acids to various beta-nitrostyrenes catalyzed by a novel and reactive rhodium-diene catalyst (S/C up to 1000) was developed, providing beta,beta-diarylnitroethanes in good to high yields (62-99%) with excellent enantioselectivities (85-97% ee). The method was extended to 2-heteroarylnitroolefins and 2-alkylnitroolefins similarly providing the desired products with high enantioselectivities and yields. The usefulness of this method was demonstrated in the formal synthesis of the enantiomer of the dopamine receptor agonist and antagonist, SKF 38393.
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