anonymous one year ago Challenge Alert!

1. anonymous

Propose a synthesis (with high stereoselectivity) of the following molecule. State all reagents used in each step. The stereogenic carbon in any chiral reagent used cannot be directly used in the final product. |dw:1443496718939:dw|

2. Photon336

Please do not close this! @Woodward

3. anonymous

@nincompoop

4. abb0t

@ParthKohli

5. ParthKohli

|dw:1443510672897:dw|

6. aaronq

you forgot to include the transition state |dw:1443655390093:dw| jk here's an attempt, criticism welcome

7. anonymous

8. anonymous

I mean, I was hoping you utilized the propane $$\rightarrow$$ propyne route to carry out the synthesis. I'm sort of having trouble following your process.

9. aaronq

uh, technically, i started with propanoic acid and used that chiral heterocycle

10. aaronq

what part are you not following?

11. anonymous

I guess I'm just not familiar with evans asymmetric synthesis.

12. aaronq

true, are you in orgo 2?

13. anonymous

@aaronq