Literature DB >> 15844904

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

Christine M Diblasi1, Daniel E Macks, Derek S Tan.   

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.

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Year:  2005        PMID： 15844904     DOI： 10.1021/ol050370y

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  7 in total

1.  Polymer-supported (2,6-dichloro- 4-alkoxyphenyl)(2,4-dichlorophenyl)methanol: a new linker for solid-phase organic synthesis.

Authors:  Michio Kurosu; Kallolmay Biswas; Dean C Crick
Journal:  Org Lett       Date:  2007-02-21       Impact factor: 6.005

2.  Solid-phase synthesis and chemical space analysis of a 190-membered alkaloid/terpenoid-like library.

Authors:  Gustavo Moura-Letts; Christine M Diblasi; Renato A Bauer; Derek S Tan
Journal:  Proc Natl Acad Sci U S A       Date:  2011-03-30       Impact factor: 11.205

3.  The tert-butylsulfinamide lynchpin in transition-metal-mediated multiscaffold library synthesis.

Authors:  Renato A Bauer; Christine M DiBlasi; Derek S Tan
Journal:  Org Lett       Date:  2010-05-07       Impact factor: 6.005

4.  Chemoselective enrichment for natural products discovery.

Authors:  Antoinette Y Odendaal; Darci J Trader; Erin E Carlson
Journal:  Chem Sci       Date:  2011-01-28       Impact factor: 9.825

5.  A simple and expedient method for the preparation of N-chlorohydantoins.

Authors:  Daniel C Whitehead; Richard J Staples; Babak Borhan
Journal:  Tetrahedron Lett       Date:  2009-02-11       Impact factor: 2.415

6.  Stereocontrolled Synthesis of Spiroketals: An Engine for Chemical and Biological Discovery.

Authors:  Alyssa L Verano; Derek S Tan
Journal:  Isr J Chem       Date:  2017-03-10       Impact factor: 3.333

7.  Synthesis of the Sex Pheromone of the Tea Tussock Moth Based on a Resource Chemistry Strategy.

Authors:  Hong-Li Zhang; Zhi-Feng Sun; Lu-Nan Zhou; Lu Liu; Tao Zhang; Zhen-Ting Du
Journal:  Molecules       Date:  2018-06-04       Impact factor: 4.411
  7 in total

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