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- W2951498537 abstract "Abstract Cyclopropanation of 3,3-diaryl-2-propen-1-ols 1 with Et 2 Zn and CH 2 I 2 proceeded in the presence of a catalytic amount of ( S )-2-(methanesulfonyl)amino-1-( p -toluenesulfonyl)amino-3-phenylpropane 2 to afford the corresponding cyclopropylmethanols with 20–76% ee. (+)-2,2-Diphenylcyclopropylmethanol 3a (76% ee) was oxidized with IBX in DMSO, followed by NaClO 2 , H 2 O 2 , and NaH 2 PO 4 in MeCN–H 2 O to give the corresponding acid 5a , which was converted with ethylenediamine, in the presence of PyBOP and Et 3 N in CH 2 Cl 2 , to the amide 6a in quantitative overall yield from 3a . Amide 6a was cyclized at 160 °C under reduced pressure (2 mmHg) to afford ( R )-(+)-cibenzoline in 55% yield." @default.
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- W2951498537 date "2007-05-15" @default.
- W2951498537 modified "2023-09-23" @default.
- W2951498537 title "Syntheses of (R)-(+)-Cibenzoline and Analogues via Catalytic Enantioselective Cyclopropanation Using (S)-Phenylalanine-Derived Disulfonamide." @default.
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- W2951498537 doi "https://doi.org/10.1002/chin.200720054" @default.
- W2951498537 hasPublicationYear "2007" @default.
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