Selectivity in Organic Group Transfer in Reactions of Mixed Diorganomanganese(II) and Triorganomanganate(II) with 2-Cyclohexen-1-one or Cyclohexanecarbaldehyde

Article abstract of DOI:10.1246/bcsj.70.2297

The unsymmetrical diorganomanganeses(II) (R¹R²Mn) and magnesium triorganomanganates(II) (R₂¹R²MnMgX) reacted with 2-cyclohexen-1-one to produce the 1,4-addition products in moderate to good yields. The approximate reactivity order obtained from the product distribution was CH₂=CHCH₂ > PhS > n-Bu > Ph > Me, Me₃SiCH₂, n-C₆H₁₃-CΞC. In contrast, the reactivity order for the addition of these reagents to cyclohexanecarbaldehyde was CH₂=CHCH₂ > Ph > Me > n-Bu > n-C₆H₁₃CΞC > Me₃SiCH₂.