Download - 222 F07 PSet2 solns - Concordia University
Transcript
![Page 1: 222 F07 PSet2 solns - Concordia University](https://reader030.vdocument.in/reader030/viewer/2022012602/6198c1555a1dcf345256ef36/html5/thumbnails/1.jpg)
![Page 2: 222 F07 PSet2 solns - Concordia University](https://reader030.vdocument.in/reader030/viewer/2022012602/6198c1555a1dcf345256ef36/html5/thumbnails/2.jpg)
![Page 3: 222 F07 PSet2 solns - Concordia University](https://reader030.vdocument.in/reader030/viewer/2022012602/6198c1555a1dcf345256ef36/html5/thumbnails/3.jpg)
![Page 4: 222 F07 PSet2 solns - Concordia University](https://reader030.vdocument.in/reader030/viewer/2022012602/6198c1555a1dcf345256ef36/html5/thumbnails/4.jpg)
![Page 5: 222 F07 PSet2 solns - Concordia University](https://reader030.vdocument.in/reader030/viewer/2022012602/6198c1555a1dcf345256ef36/html5/thumbnails/5.jpg)
Last step of first strategy: deoxygenation of carbonyl… Clemmensen reduction: would likely not work fine OCH3 would be protonated in acid, so Cl- would displace HOCH3 Wolff-Kishner reduction: would likely work fine (basicity -OR > -OH, so would not harm ether substituent)
o Perhaps even a better choice than desulfurization of thioacetal (RSH may displace protonated OCH3…)
See note at bottom
![Page 6: 222 F07 PSet2 solns - Concordia University](https://reader030.vdocument.in/reader030/viewer/2022012602/6198c1555a1dcf345256ef36/html5/thumbnails/6.jpg)
![Page 7: 222 F07 PSet2 solns - Concordia University](https://reader030.vdocument.in/reader030/viewer/2022012602/6198c1555a1dcf345256ef36/html5/thumbnails/7.jpg)