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2004
C-C bond formation
O 0282
Highly Enantioselective Conjugate Addition of Malonate and β-Ketoester to
Asymmetric C—C Bond Formation with New Bifunctional Organic
50- 036 Nitroalkenes:
Catalysts Based on Cinchona Alkaloids. — A new class of chiral bifunctional catalysts based on cinchona alkaloids is synthesized and used in the asymmetric conjugated
addition of malonates to nitroalkenes. A wide range of nitroalkenes (IV) bearing aryl,
heteroaryl and alkyl groups are converted to the corresponding 1,4-adducts in 92-98%
e.e. and 88-99% yield. — (LI, H.; WANG, Y.; TANG, L.; DENG*, L.; J. Am. Chem.
Soc. 126 (2004) 32, 9906-9907; Dep. Chem., Brandeis Univ., Waltham, MA 02454,
USA; Eng.) — Bartels
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