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.

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Veröffentlicht in:Synthesis (Stuttgart) 2015-12, Vol.47 (23), p.3669-3672
Hauptverfasser: Roy, Sudeshna, Sutivisedsak, Nongnuch, Hamper, Bruce C., Lyss, Alexander M., Spilling, Christopher D.
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container_end_page 3672
container_issue 23
container_start_page 3669
container_title Synthesis (Stuttgart)
container_volume 47
creator Roy, Sudeshna
Sutivisedsak, Nongnuch
Hamper, Bruce C.
Lyss, Alexander M.
Spilling, Christopher D.
description 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.
doi_str_mv 10.1055/s-0035-1560487
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title A Practical and Scalable Synthesis of (S)- and (R)-1-(Dimethoxyphosphoryl)allyl Methyl Carbonates
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