Diastereoselective Michael Additions of Chelated Enolates towards Nitroalkenes

Abstract

Highly reactive chelated enolates are versatile nucleophiles that underwent Michael additions towards nitroalkenes. The yields and selectivities obtained depend on the protecting groups and metal salts used. Zinc enolates in general give the best yields and the selectivities are high with tosylated glycinates. The best selectivities are obtained using tin enolates in combination with the TFA-protecting groups.

Key words

amino acids - chelated enolates - Michael additions - nitroalkenes

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