Professor, Department of Chemistry and Biochemistry, University of California, Santa Barbara, CA 93106-9510
(a) Professional Preparation
- Department of Chemistry, Nanchang Univ., China, Chemistry, B.S., 1993
- Institute of Element-Organic Chemistry, Nankai Univ., China, Organic Chemistry, M. S., 1996
- Department of Chemistry, Univ. of Alabama, Organic Chemistry, M. S., 1998
- Department of Chemistry, Univ. of Michigan, Medicinal/Organic Chemistry, Ph. D., 2004
- Department of Chemistry, Univ. of Chicago, Organic Chemistry, Post-Doctoral Fellow, 2004-2005
- 2013- Department of Chemistry & Biochemistry, UCSB, Professor
- 2011- 2013 Department of Chemistry & Biochemistry, UCSB, Associate Professor
- 2009-2011 Department of Chemistry & Biochemistry, UCSB, Assistant Professor
- 2005-2009 Department of Chemistry, University of Nevada, Reno, Assistant Professor
- 2001 Pfizer Fellowship, University of Michigan
- 2002 Eli Lilly Fellowship, University of Michigan
- 2007 Ralph E. Powe Junior Faculty Enhancement Award, Oakridge Associated Universities
- 2007 Thieme Journal Award, Synthesis (Journal)
- 2008 Mousel-Feltner Award for Excellence in Research and/or Creative Activities, UNR
- 2008 NSF Career Award, National Science Foundation
- 2008 Amgen Young Investigator's Award, Amgen Inc.
- 2009 Sloan Research Fellow, Alfred P. Sloan Foundation
- 2014 Highly Cited Researchers 2014 by Thomson Reuters
Basic Group in Stereoselective Gold Chemistry: From Ligand-Enabled Cooperative Catalysis to A General Approach to SN2 Glycosylation
Metal-ligand cooperation is a versatile strategy for achieving efficient and/or stereoselective catalysis. Since 2014, we have developed a range of enabling remotely basic group-functionalized biaryl-2-ylphospine ligands (see Scheme A) for cooperative gold catalysis. With chiral elements built into these ligands, asymmetric transformations are developed in mechanistically rational manners. DFT calculations confirm the critical participation of the ligand remote basic group in catalysis. Several recent developments will be discussed. This type of bifunctional ligands also enables cooperative catalysis by other metals including Cu and Ag.
A different yet related approach to achieving stereoselective gold catalysis is developed specifically to address the long-standing challenge in carbohydrate synthesis, i.e., the lack of stereoselective synthesis of glycosidic bonds applicable to every sugar type. In this approach, as shown in Scheme B, a basic group is installed onto the anomeric leaving group of the carbohydrate donor and serves to direct the backend attack by a carbohydrate acceptor upon the leaving group activation by gold. The SN2 nature of the glycosylation and the general tolerance of many sugar types make this approach appealing. The progress made in this area will be discussed.