Timeline for SN2 with thionyl chlorides
Current License: CC BY-SA 3.0
4 events
| when toggle format | what | by | license | comment | |
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| Jan 17, 2018 at 14:16 | comment | added | Jan Rzymkowski | There are so many better ways to invert stereocenter than this lousy sequence, that would give you low yields and lots of byproducts. You can use Mitsunobu reaction or easily mesylate the alcohol and then attack with some good nucleophile/weak base like alkyne, cyanide, malonate, etc. Stereospecifity is usually very good and there are rarely any elimination byproducts. Tosylates and mesylates Mitsunobu reaction | |
| Jun 3, 2016 at 0:56 | history | edited | IT Tsoi | CC BY-SA 3.0 |
added 61 characters in body
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| Jun 3, 2016 at 0:55 | comment | added | IT Tsoi | @K_P yes, but if coupled with the next step which is SN2 then you get inversion. I guess that part wasn't clear and I'll edit the answer now! | |
| Jun 2, 2016 at 0:37 | history | answered | IT Tsoi | CC BY-SA 3.0 |