An Acid-Stable tert -Butyldiarylsilyl (TBDAS) Linker for Solid-Phase Organic Synthesis

ArticleinOrganic Letters 7(9):1777-80 · May 2005with4 Reads
Impact Factor: 6.36 · DOI: 10.1021/ol050370y · Source: PubMed

    Abstract

    [reaction: see text] A new, robust tert-butyldiarylsilyl (TBDAS) linker has been developed for solid-phase organic synthesis. This linker is stable to both protic and Lewis acidic reaction conditions, overcoming a significant limitation of previously reported silyl linkers. Solid-phase acetal deprotection, olefination, asymmetric allylation, and silyl protecting group deblocking reactions have been demonstrated with TBDAS-linked substrates.