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Stereoselective Syn...
Stereoselective Synthesis of 3-Aminoindan-1-ones and Subsequent Incorporation into HIV-1 Protease Inhibitors
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- Arefalk, Anna (author)
- Uppsala universitet,Avdelningen för organisk farmaceutisk kemi
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- Wannberg, Johan (author)
- Uppsala universitet,Avdelningen för organisk farmaceutisk kemi
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- Larhed, Mats (author)
- Uppsala universitet,Avdelningen för organisk farmaceutisk kemi
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- Hallberg, Anders (author)
- Uppsala universitet,Avdelningen för organisk farmaceutisk kemi
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(creator_code:org_t)
- 2006
- 2006
- English.
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In: Journal of Organic Chemistry. - 0022-3263 .- 1520-6904. ; 71:3, s. 1265-1268
- Related links:
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http://www.ncbi.nlm....
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Abstract
Subject headings
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- A new method for the stereoselective synthesis of 3-aminoindan-1-ones from triflates of salicylic sulfinyl imines and ethylene glycol vinyl ether has been developed. The reaction sequence starts with a regioselective Heck reaction followed by stereoselective Lewis acid mediated annulation. Acidic cleavage of the sulfinamides produced pure (R)- and (S)-3-aminoindan-1-ones, which were successfully isolated and incorporated into active HIV-1 protease inhibitors.
Keyword
- HIV Protease Inhibitors/*chemical synthesis/chemistry/*pharmacology
- Imines/chemistry
- Indans/chemical synthesis/*chemistry/*pharmacology
- Molecular Structure
- Stereoisomerism
- Sulfones/chemistry
Publication and Content Type
- ref (subject category)
- art (subject category)
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