Journal article
Epimerization of C5 of an N-hydroxypyrrolidine in the synthesis of swainsonine related iminosugars
- Abstract:
- Epimerization of C5 of an N-hydroxypyrrolidine ring by regioselective oxidation to a nitrone followed by diastereoselective reduction provides a newapproachto the synthesis of swainsonine and related compounds. The only protection in the synthesis of the potent mannosidase inhibitor DIM (1, 4-dideoxy-1,4-imino-D-mannitol) was the acetonation of D-mannose.
- Publication status:
- Published
- Peer review status:
- Peer reviewed
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(Accepted manuscript, pdf, 906.3KB)
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- Publisher copy:
- 10.1039/c6ob00531d
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Authors
Funding
Bibliographic Details
- Publisher:
- Royal Society of Chemistry Publisher's website
- Journal:
- Organic and Biomolecular Chemistry Journal website
- Volume:
- 14
- Issue:
- 19
- Pages:
- 4488-4498
- Publication date:
- 2016-04-01
- Acceptance date:
- 2016-04-14
- DOI:
- EISSN:
-
1477-0539
- ISSN:
-
1477-0520
- Source identifiers:
-
626333
Item Description
- Pubs id:
-
pubs:626333
- UUID:
-
uuid:08759600-fc77-4503-9308-b5a5c20042e5
- Local pid:
- pubs:626333
- Deposit date:
- 2016-07-04
Terms of use
- Copyright holder:
- Royal Society of Chemistry
- Copyright date:
- 2016
- Notes:
- © Royal Society of Chemistry 2016
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