A Practical and Scalable Synthesis of (S)- and (R)-1-(Dimethoxyphosphoryl)allyl Methyl Carbonates

Abstract

The preparation of (S)- and (R)-1-(dimethoxyphosphoryl)allyl methyl carbonates is achieved on multigram scale from commercially available dimethyl phosphite and acrolein in three steps. The key steps involve an asymmetric Pudovik reaction and enzyme-catalyzed kinetic resolution.

Key words

cross-metathesis - enzymatic amplification - α-hydroxy phosphonates - natural products - phosphonoallylic carbonates

• References

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