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- W2059773048 abstract "The reaction of N-benzyloxycarbonyl-l-prolinal 5 with (methoxycarbonylmethylene)triphenylphosphorane in CH2Cl2 afforded methyl (E)-3-[(2′S)-N-benzyloxycarbonylpyrrolidin-2′-yl]propenoate 7. When the reaction was performed in MeOH, an appreciable amount of the (Z)-isomer 6 was obtained. Compounds 7 and 6 were dihydroxylated to the corresponding 2,3-dihydroxy esters 8–9 and 20–21, respectively. The stereochemistry of the latter compounds could be determined after their transformations into the corresponding 1,2-dihydroxypyrrolizidin-3-ones 11–16 and 23–25, respectively. Finally, lactams 11, 16, and 25 were reduced to the related pyrrolizidines 14, 19, and 27." @default.
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- W2059773048 date "2004-11-01" @default.
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- W2059773048 title "Polyhydroxylated pyrrolizidines. Part 5: Stereoselective synthesis of 1,2-dihydroxypyrrolizidines as a model for the preparation of densely polyhydroxylated pyrrolizidines" @default.
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- W2059773048 doi "https://doi.org/10.1016/j.tetasy.2004.10.003" @default.
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