Synthesis of substituted 2-aminopent-4-enals and 2-amino-3-(2-furyl)propanals via[3,3]- and [1,3]-sigmatropic shifts of β-allyloxyenamines

Abstract

The presence of an amino substituent at the 2-vinyl position in substituted allyl vinyl ethers facilitates low-temperature rearrangements through [3,3]- or [1,3]-sigmatropic shifts, which lead to the aminoaldehydes (3) and (5), respectively.