Wipf, P and Pierce, JG
(2006)
Expedient synthesis of the α-C-glycoside analogue of the immunostimulant galactosylceramide (KRN7000).
Organic Letters, 8 (15).
3375 - 3378.
ISSN 1523-7060
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Abstract
Key reactions in a concise synthesis of an α-C-galactosylceramide analogue of KRN7000 include a diastereoselective alkenylalane addition to an N-tert-butanesulfinyl imine and the use of an epoxidation/carbamate ring opening sequence to install the aminodiol stereotriad. © 2006 American Chemical Society.
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Details
Item Type: |
Article
|
Status: |
Published |
Creators/Authors: |
|
Date: |
20 July 2006 |
Date Type: |
Publication |
Journal or Publication Title: |
Organic Letters |
Volume: |
8 |
Number: |
15 |
Page Range: |
3375 - 3378 |
DOI or Unique Handle: |
10.1021/ol0613057 |
Schools and Programs: |
Dietrich School of Arts and Sciences > Chemistry |
Refereed: |
Yes |
ISSN: |
1523-7060 |
MeSH Headings: |
Adjuvants, Immunologic--chemical synthesis; Adjuvants, Immunologic--pharmacology; Galactosylceramides--chemical synthesis; Galactosylceramides--pharmacology; Glycosides--chemical synthesis; Imines--chemistry; Molecular Structure; Stereoisomerism |
PubMed ID: |
16836409 |
Date Deposited: |
30 Oct 2013 16:57 |
Last Modified: |
02 Feb 2019 15:57 |
URI: |
http://d-scholarship.pitt.edu/id/eprint/19897 |
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