Research InterestsResearch in the Shelby group focuses on using chiral Pd
catalysts containing an electronically anionic bidentate ligand to
activate the reaction of allylsilanes with aldehydes and to promote the
asymmetric synthesis of the homoallylic alcohol products.
Allylation
of aldehydes using allylsilane substrates is important because the
reaction forms homoallylic alcohols, which are useful intermediates in
the synthesis of natural products. Two key challenges inherent in this
reaction are low reactivity of allylsilanes and lack of
stereoselectivity in product formation. These ligands allow us to
modify easily the steric, electronic, and chiral characters of the
phosphine substituents to study their effects on activation and
selectivity. Our long-term objective is to contribute significantly to
the fundamental understanding of principles that will improve catalytic
systems for synthetic reactions.
Selected Publications- Lumbreras, E.; Sisler, E. M.; Shelby, Q. D. "Synthesis, X-ray Crystal
Structure, and Reactivity of Pd2(μ-dotpm)2 (dotpm
= bis(di-ortho-tolylphosphino)methane)," J. Organomet. Chem. 2010, 695, 201-205. Link
- Badgett, A. H.; Gray, D. L.; Shelby, Q. D.
"Dichlorido{di-(2-methylphenyl)[(diphenylphosphino)methyl]phosphine-ĸ2P,P'}
palladium(II)", Acta
Cryst. 2009, E65, m1233-m1234. Link
- Pitroda, P. P.; Badgett, A. H.; Dickey,
G. A.; Gray, D. L.; Shelby, Q.
D. "(Di-o-tolylphosphino)methyldiphenylphosphine sulfide," Acta
Cryst. 2009, E65, o2307. Link
- Sisler, E. M.; Arias, K.; Gray, D. L.;
Shelby, Q. D.
"1,1,2,2-Tetrakis(di-o-tolylphosphino)ethane," Acta Cryst. 2009,
E65, o2231. Link
- Shelby, Q. D.
"1,2,3,4,5-Pentaphenyl-1'-(di-tert-butyl-phosphino)ferrocene,"
Electronic Encyclopedia of Reagents for Organic Synthesis [Online],
John
Wiley & Sons, Ltd (link)