An acid-stable tert-butyldiarylsilyl (TBDAS) linker for solid-phase organic synthesis Journal Article


Authors: Diblasi, C. M.; Macks, D. E.; Tan, D. S.
Article Title: An acid-stable tert-butyldiarylsilyl (TBDAS) linker for solid-phase organic synthesis
Abstract: (Chemical Equation Presented) 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. © 2005 American Chemical Society.
Keywords: statistical significance; lewis acid; reaction analysis; acids; chemical reaction; synthesis; combinatorial chemistry techniques; acidity; solid; silane derivative; deprotection reaction; cross-linking reagents; allylation; olefination; silanes
Journal Title: Organic Letters
Volume: 7
Issue: 9
ISSN: 1523-7060
Publisher: American Chemical Society  
Date Published: 2005-04-28
Start Page: 1777
End Page: 1780
Language: English
DOI: 10.1021/ol050370y
PUBMED: 15844904
PROVIDER: scopus
DOI/URL:
Notes: --- - "Cited By (since 1996): 15" - "Export Date: 24 October 2012" - "Source: Scopus"
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  1. Daniel E Macks
    4 Macks
  2. Derek S Tan
    91 Tan