Ambifunctional axially chiral 2, 2', 6, 6'-tetrasubstituted biphenyls containing nucleophilic (or basic) functional groups juxtaposed with hydrogen-bond donors were synthesized and their properties studied. Applications for the prepared biaryls as potential organocatalysts for enantioselective carbon-carbon bond forming reactions were examined. Processes investigated included: aldol, Michael, nitroaldol (Henry), and Baylis-Hillman reactions.(48) Sasai, H.; Watanabe, S.; Suzuki, T.; Shibasaki, M. Org. Synth. ... (50) Horiuchi , Y.; Gnanadesikan, V.; Ohshima, T.; Masu, H.; Katagiri, K.; Sei, Y.; Yamaguchi, K.; Shibasaki, M. Chem. ... 2003, 5. (56) Kiyooka, S.-i.; Hosokawa, S.; Tsukasa, S. Tetrahedron Lett. 2006, 47, 3959-3962. (57) Kiyooka, S.-i.; Takeshita, Y.; Tanaka, Y.; ... (61) Schlosser, M. Organometallics in Synthesis: A Manual; 2nd ed.; Wiley: New York, 2004. ... (74) Grossman, R. B.; Comesse, S.; Rasne, R. M.; Hattori, 234 .
|Title||:||Synthesis of Novel Ambifunctional Atropisomeric 2,2',6,6'-tetrasubstituted Biphenyls and Investigation of Their Properties and Organocatalytic Activity|
|Author||:||Mark Alan Sephton|
|Publisher||:||ProQuest - 2008|