Asymmetric synthesis of trans-disubstituted cyclopropanes using phosphine oxides and phosphine boranes
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The stereocontrolled synthesis of trans-disubstituted cyclopropylketones has been achieved from beta-alkyl, gamma-benzoyl phosphine oxides via a three-step cascade reaction incorporating an acyl transfer, phosphinoyl transfer and cyclisation to form the cyclopropane. Using Evans' chiral oxazolidinone auxiliary and by masking the phosphine oxide moiety as a phosphine borane we have extended the method to the synthesis of enantiomerically-enriched trans-disubstituted cyclopropyl ketones.
Originalsprog | Engelsk |
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Tidsskrift | Organic & Biomolecular Chemistry |
Vol/bind | 7 |
Udgave nummer | 7 |
Sider (fra-til) | 1323-1328 |
ISSN | 1477-0520 |
DOI | |
Status | Udgivet - 2009 |
- Det tidligere Farmaceutiske Fakultet
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ID: 13087504