Methallyl chloride serves as an efficient allyl donor in highly enantioselective Grignard Nozaki-Hiyama methallylations from the alcohol or aldehyde oxidation level via iridium catalyzed transfer hydrogenation. Under identical conditions, methallyl acetate does not react efficiently. Double methallylation of 1,3-propanediol provides the C(2)-symmetric adduct as a single enantiomer, as determined by HPLC analysis.

Methallyl chloride efficiently serves as an allyl donor in highly enantioselective Grignard Nozaki-Hiyama methallylations from alcohol or aldehyde oxidation levels, providing the C(2)-symmetric adduct as a single enantiomer

Paper

Catalytic enantioselective Grignard Nozaki-Hiyama methallylation from the alcohol oxidation level: chloride compensates for π-complex instability.

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