"The whole transition into my new stereochemistry [makeover] (was difficult). I wasn't comfortable with the way I looked in the beginning but after awhile I got over it and was able to be confident again."
- Saleisha (Cycle 9)
(R)-6-(tert-Butyldimethylsilyloxy)-2-iodocyclohex-2-enome via (R)-6-hydroxy-2-iodocyclohex-2-enone
Koizumi, H.; Yokoshima, S.; Fukuyama, T. Chem. Asian. J.2010, 5, 2192-2198.
The Mitsunobu reaction is popularly utilized in organic syntheses to invert the stereoconfiguration of a chiral center in a molecule to obtain a stereospecifc product. Molecule 20 was synthesized as an intermediate in the synthesis of (--)-Morphine. Molecule 8 and 16, earlier intermediates of the overall synthesis, were reacted under Mitsunobu conditions to invert the stereochemistry of the alcohol chiral center of 16 in an SN2 attack by 8 to afford stereospecific 20 in 99% yield.
Introduction/ Mechanism/ H-NMR/ Experimental/ Leading Question/References/ About Us
