An efficient total synthesis of the anticancer agent (+)-spisulosine (ES-285) from Garner’s aldehyde
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
View Archive Info| Field | Value | |
| Creator |
Ghosal, Partha
Shaw, A K |
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| Date |
2010-12-11T07:26:58Z
2010-12-11T07:26:58Z 2010 |
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| Identifier |
Tetrahedron Letters ,51(2010) 4140–4142
http://hdl.handle.net/123456789/647 |
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| Description |
An efficient total synthesis of (+)-spisulosine (ES-285) was completed in nine steps from (S)-Garner’s aldehyde. The vicinal amino alcohol moiety with anti-configuration was achieved by a highly diastereoselective addition of vinyl magnesium bromide to Garner’s aldehyde. The long hydrocarbon chain of the antitumor natural product was installed via olefin cross metathesis of the benzyl protected allylic alcohol with an appropriate olefin counterpart followed by hydrogenation.
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151598 bytes
application/pdf |
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| Language |
en
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| Relation |
CDRI Communication No 7941
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| Subject |
anticancer agent
diastereoselective allylic alcohol etrosynthetic strategy metathesis product vinyl magnesium bromide |
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| Title |
An efficient total synthesis of the anticancer agent (+)-spisulosine (ES-285) from Garner’s aldehyde
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| Type |
Article
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