Abstract
Diazodecomposition of N-( tert-butyl)- N-(3-buten-1-yl)diazoacetamides catalyzed by dirhodium(II) tetrakis[methyl 2-pyrrolidone-5( S)-carboxylate], Rh 2(5 S-MEPY) 4, and tetrakis[methyl 2-oxazolidinone-4( S)-carboxylate], Rh 2(4 S-MEOX) 4, forms products from intramolecular cyclopropanation in good yields with enantiomeric excesses ranging from 60–90%. Intramolecular cyclopropanation with N, N-diallyldiazoacetamide (72% ee) is competitive with intramolecular [3+2] dipolar cycloaddition.
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