Solution-phase parallel synthesis of 115 homosilatecan analogues

Gabarda, AE and Curran, DP (2003) Solution-phase parallel synthesis of 115 homosilatecan analogues. Journal of Combinatorial Chemistry, 5 (5). 617 - 624. ISSN 1520-4766

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Abstract

The parallel synthesis of 115 homosilatecans on 1-5 mg scale has been accomplished. Key reactions include N-propargylation of a common iodopyridone lactone with a silyl-substituted propargyl bromide, followed by cascade radical annulation with a substituted isonitrile. Simple manual techniques for parallel reactions were coupled with automated purifications (SPE, HPLC) to give high-purity final products. The speed and simplicity of the automated purification protocol more than compensated for yield losses in the synthesis of some analogues relative to traditional flash chromatographic purifications.

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Details

Item Type:	Article
Status:	Published
Creators/Authors:	Creators Email Pitt Username ORCID Gabarda, AE Curran, DP curran@pitt.edu CURRAN
Date:	1 September 2003
Date Type:	Publication
Journal or Publication Title:	Journal of Combinatorial Chemistry
Volume:	5
Number:	5
Page Range:	617 - 624
DOI or Unique Handle:	10.1021/cc030018g
Schools and Programs:	Dietrich School of Arts and Sciences > Chemistry
Refereed:	Yes
ISSN:	1520-4766
Date Deposited:	30 Jan 2014 18:11
Last Modified:	02 Feb 2019 15:58
URI:	http://d-scholarship-dev.library.pitt.edu/id/eprint/20429

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