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A Chemoenzymatic Synthesis of (+)-Castanospermine by Rojeev Bhide; Reza Mortezaei; A. Scilimati; Charles J. Sih is a Chemistry article available to read on EtoBox.

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Summatu: A v synth& of (+)-castanospnrmim (1) from thn chiml building block, 2, is dosuibnd. Castanosporminn, 1, a polyhydroxybtud ih&liinn alkaloid', has attmctod the attuntion of many synthntic chnmii bncausn of its antirntroviral aciivhy against thn human immunodnficinny virus (HIV), thnrnby providing thu proqnct of an ahumatbn chumothnraprutic agnnt for the trnatmont of AI&. This plant alkaloii is a potent inhibii of a-glucosidas&, an nnzymn : lat is ossuntial for the normal p roaming of thn N-linknd oli- gosaaharido mointy of glycoprotnins. With onn oxaption5, thu total synthnsns' of 1 that have alrnady bonn rnportnd utilii monoracdaridus as starting maturials which lim'hs the flnxibility for structural mcdifimtions. We horuin prusnnt a concise &mo-nnqmatic total synthesis of 1 to dnmonstratn thn usnfulnnss of biocatalytic mnthodology and to offur uniqw opportunitius for thn synthusis of now structural analogs of 1.

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Author

Rojeev Bhide; Reza Mortezaei; A. Scilimati; Charles J. Sih

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4039)

Published

1990

Language

EN

Field

Chemistry (Physical Sciences)