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21st August 2013 @ 14:34

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Reaction information

*#Reaction file  
CSRxnsScheme_139.cdx
*Reaction file type CDX
*Procedure  

PDC (271 mg, 0.72 mmol) was added to alcohol 175 (32.0 mg, 0.11 mmol) in DMF (1.0 mL) at 0 °C.  After stirring at room temperature overnight the reaction mixture was poured into water (30 mL) and extracted with ether (3 × 20 mL). The organic extracts were combined, washed with brine (50 mL), dried (MgSO4), filtered and the solvent removed in vacuo to give the crude product as a colourless oil (92.3 mg).  Purification by column chromatography (SiO2, hexane/Et2O 1:1) gave the title compound as a colourless oil (28.1 mg, 84%).

*Yield (%)  84
*Type of Yield Isolated product yield
Reference(s)  
AH Thesis_2011_pp122.pdf
AH Thesis_2011_pp224-250.pdf
Further information  Compound 139: (+)-Mucosin 

For multistep reactions (or their steps):

Overall reaction? True
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For step in multistep reaction - link to previous reaction step  
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Attached Files
CSRxnsScheme_139.cdx
AH Thesis_2011_pp122.pdf
AH Thesis_2011_pp224-250.pdf