18. New Selenium-Based Safety-Catch Linkers: Solid-Phase Semisynthesis of Vancomycin
    K. C. Nicolaou, N. Winssinger, R. Hughes, C. Smethurst, S. Y. Cho
    Angew. Chem. Int. Ed. 2000, 39, 1084-1088

Pro-allyl and pro-alloc linkers can be formed by alkylation or esterification of a selenium-bound resin (the example shown is for the formation of a polymer-bound pro-allyl derivative) and can be readily cleaved in excellent yields under mild conditions. The scope of the pro-allyl linker has been demonstrated with the solid-phase semisynthesis of vancomycin. Alloc=allyloxycarbonyl.

DOI : 10.1002/(SICI)1521-3773(20000317)39:6<1084::AID-ANIE1084>3.0.CO;2-O 

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