The diastereoselective addition of organocerium reagents to L-proline-derived hydrazones 1 has recently been reported from these laboratories1(Scheme I). The reaction is compatible with a wide range of substrates (R1= Ph, PhCH2,PhCH2CH2, (E)-CH3CH=CH) and accommodates a variety of unstabilized nucleophiles (R3= Me, n-Bu, i-Pr, t-Bu, Ph, i-Pr3SiCH=CH) derived from either lithium or halomagnesium precursors. The additions proceed in good yield (67-81%) and with high diastereoselectivity (>93:7 ds).
ASJC Scopus subject areas
- Organic Chemistry