Saiz, C and Wipf, P and Manta, E and Mahler, G
(2009)
Reversible thiazolidine exchange: A new reaction suitable for dynamic combinatorial chemistry.
Organic Letters, 11 (15).
3170 - 3173.
ISSN 1523-7060
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Abstract
New dynamic combinatorial libraries (DCLs) were generated using the reversible aminothiol exchange reaction of thiazolidines and aromatic aldehydes. The reaction proceeded in aqueous buffered media at pH 4 and room temperature to generate thermodynamically controlled mixtures of heterocycles. The synthesis of an enantiomerically pure thiazolidinyloxazolidine is also reported. The oxazolidine moiety could be exchanged in CH2Cl2 in the presence of catalytic p-TsOH. © 2009 American Chemical Society.
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Details
Item Type: |
Article
|
Status: |
Published |
Creators/Authors: |
Creators | Email | Pitt Username | ORCID  |
---|
Saiz, C | | | | Wipf, P | pwipf@pitt.edu | PWIPF | | Manta, E | | | | Mahler, G | | | |
|
Date: |
6 August 2009 |
Date Type: |
Publication |
Journal or Publication Title: |
Organic Letters |
Volume: |
11 |
Number: |
15 |
Page Range: |
3170 - 3173 |
DOI or Unique Handle: |
10.1021/ol901104a |
Schools and Programs: |
Dietrich School of Arts and Sciences > Chemistry |
Refereed: |
Yes |
ISSN: |
1523-7060 |
MeSH Headings: |
Aldehydes--chemistry; Combinatorial Chemistry Techniques; Cysteine--chemistry; Thiazolidines--chemistry |
Other ID: |
NLM NIHMS132576, NLM PMC2736333 |
PubMed Central ID: |
PMC2736333 |
PubMed ID: |
19585999 |
Date Deposited: |
07 Jun 2013 19:58 |
Last Modified: |
02 Mar 2019 15:55 |
URI: |
http://d-scholarship.pitt.edu/id/eprint/18867 |
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