Dolbier HW Solutions 391

Dolbier HW Solutions 391 - 485 ENOLS AND ENOLATES Once the...

Info iconThis preview shows page 1. Sign up to view the full content.

View Full Document Right Arrow Icon
Once the tetradeuterated cyclopentanone has been prepared, functional group transformations are employed to convert it to the desired products. ( a ) Reduction of the carbonyl group can be achieved by using any of the customary reagents. ( b ) Acid-catalyzed dehydration of the alcohol prepared in part ( a ) yields the desired alkene. ( c ) Catalytic hydrogenation of the alkene in part ( b ) yields cyclopentane-1,1,3-d 3 . ( d ) Carbonyl reduction of the tetradeuterated ketone under Wolff Kishner conditions furnishes the desired product. Alternatively, Clemmensen reduction conditions (Zn, HCl) could be used. 18.28 ( a ) Hydroformylation converts alkenes to aldehydes having one more carbon atom by reaction with carbon monoxide and hydrogen in the presence of a cobalt octacarbonyl catalyst. ( b )
Background image of page 1
This is the end of the preview. Sign up to access the rest of the document.

This note was uploaded on 09/28/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.

Ask a homework question - tutors are online