‘Chiron’ approach to the total synthesis of macrolide (+)-Aspicilin
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
View Archive Info| Field | Value | |
| Creator |
Saidhareddy, Puli
Ajay, Sama Shaw, A K |
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| Date |
2014-07-30T06:50:38Z
2014-07-30T06:50:38Z 2014 |
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| Identifier |
RSC Advances, 2014, 4, 4253-4259
http://hdl.handle.net/123456789/1319 |
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| Description |
An efficient total synthesis of 18 membered macrolactone, (+)-Aspicilin (lichen macrolide) has been achieved in 12 linear steps and 10.2% overall yield from carbohydrate based building block D-glucal. Highlights of the strategy include preparation of 2-deoxysugar from protected glycal 14, two-carbon Wittig olefination of the Swern oxidised intermediate 7, union of ‘carbohydrate based’ fragment 5 and a long chain (C-11) chiral alcohol 6 by Yamaguchi esterification and finally ring closing metathesis of resulting compound 4.
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| Format |
227305 bytes
application/pdf |
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| Language |
en
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| Relation |
CSIR-CDRI Communication No. 8560
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| Subject |
Chiron
Macrolide Aspicilin |
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| Title |
‘Chiron’ approach to the total synthesis of macrolide (+)-Aspicilin
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| Type |
Article
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