I know how to convert the compound on the right into the target but I cant get across this conversion, could someone to tell me how to get through this step? And please try to keep it to less steps, because the rest of the total synthesis is already 19 steps long!
I even know that there is a bacteria enzyme that does this conversion in one step, but it unfortunately adds a OH to the double bond in the cyclohexene ring, so there mst be some way to do it in 3, or better, two or one steps!
HI Joerg! I am glad u think like me! Even I thought of McMurry Coupling. And i tried to perform it! but the hemithioacetal broke off as u expected! so i adjusted the synthetic starategy such that this hemthioacetal doesnt show up when i needed to perform this step! and it worked but gave me a dimer of the compound on left ( having dimerization from the
cyclopentanone's carbonyl group). I will try to work it out some how ( coz i just dont give up)! ok then thanks anywayz!
see yaar later! bye!
Hi,
Maybe convert the COOH to an aldehyde, then do the McMurry (with no hemithioacetal present). The product alkene could then be converted to the desired ketone.
Bill
- Badges
- Science topic
- Similar topics
- Chemistry
- Organic Chemistry