- Abstract:
- [reaction: see text] The partial reduction of electron-deficient 2,5-disubstituted pyrroles has been developed into a flexible procedure that gives control of relative stereochemistry by variation of the reduction conditions. After the reaction, the pyrroline products were dihydroxylated at C-3,4 to give either the cis or trans isomers; this flexibility means that a variety of polyhydroxylated pyrrolidines can be prepared in a short sequence. Finally, this method was applied to a synthesis of the naturally occurring glycosidase inhibitor DMDP.
- Publication status:
- Published
- Publisher copy:
- 10.1021/ol027504h
-
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- Journal:
- Organic letters
- Volume:
- 5
- Issue:
- 7
- Pages:
- 999-1002
- Publication date:
- 2003-04-05
- DOI:
- EISSN:
-
1523-7052
- ISSN:
-
1523-7060
- URN:
-
uuid:c362dcd1-c442-4ec8-92eb-05bc002e96e1
- Source identifiers:
-
32336
- Local pid:
- pubs:32336
- Language:
- English
- Keywords:
- Copyright date:
- 2003
Journal article
Flexibility in the partial reduction of 2,5-disubstituted pyrroles: application to the synthesis of DMDP.
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