Organic synthesis

asymmetric catalysis

medicinal and process chemistry

Education

• American Cancer Society Postdoctoral Fellow, Stanford University
• Ph.D., Chemistry, Boston College
• B.S., Chemistry, Penn State University

Research Interests

• Cu-catalyzed “umpolung” techniques for the asymmetric synthesis of poly-heteroatom functionalized organics.

Select Publications

Agrawal, T.; Perez-Morales, K. K.; Cort, J. A.; Sieber, J. D. Asymmetric Synthesis of Propargylic -Stereogenic Tertiary Amines by Reductive Alkynylation of Tertiary Amides using Ir/Cu Tandem Catalysis. J. Org. Chem. 2022, 87, 6387 – 6392.

Gopalsamuthiram, V.; Ho, D. B.; Peck, C. L.; Natarajan, V.; Agrawal, T.; Burns, J.; Bachert, J.; Cook, D. W.; Stringham, R. W.; Nelson, R.; Ahmad, S.; Gupton, B. F.; Snead, D. R.; McQuade, D. T.; Vaidyanathan, R.; Donsbach, K.; Sieber, J. D. Development of a Practical Synthesis of the 8-FDC Fragment of OPC-167832. ACS Omega 2022, 7, 7223 – 7228.

Ho, D. B.; Gargaro, S. L.; Klake, R. K.; Sieber, J. D. Development of a Modified System to Provide Improved Diastereocontrol in the Linear-Selective Cu-Catalyzed Reductive Coupling of Ketones and Allenamides. J. Org. Chem. 2022, 87, 2142 – 2153.

Klake, R. K.; Edwards, M. D.; Sieber, J. D. Synthesis of 1,2-Aminoalcohols through Enantioselective Aminoallylation of Ketones by Cu-Catalyzed Reductive Coupling. Org. Lett. 2021, 23, 6444 – 6449.

Agrawal, T.; Martin, R. T.; Collins, S.; Wilhelm, Z.; Edwards, M. D.; Gutierrez, O.; Sieber, J. D. Access to Chiral Diamine Derivatives Through Stereoselective Cu-Catalyzed Reductive Coupling of Imines and Allenamides. J. Org. Chem. 2021, 86, 5026 – 5046.

Patents

“Preparation of spiro(cyclobutanol-pyrrolidinyl) diacylhydrazines as drug intermediates.” Beyer, P.; Brazzillo, J. A.; Eriksson, M.; Lorenz, J. C.; Nummy, L. J.; Rodriguez, S.; Savoie, J.; Sidhu, K. P. S.; Sieber, J. D.; Tampone, T. G.; Tan, Z.; Wang, J.; Zhang, L. WO 2019027860 A1 issued Feb. 07, 2019.

“Novel Chiral Dihydrobenzooxaphosphole Ligands and Synthesis Thereof.” Desrosiers, J. –N.; Fandrick, D. R.; Haddad, N.; Li, G.; Patel, N. D.; Qu, B.; Rodriguez, S.; Senanayake, C. H.; Sieber, J. D.; Tan, Z.; Wang, X. –J.; Yee, N. K.; Li, Z.; Zhang, Y. U.S. Patent # 20180155375 A1 issued June 07, 2018.

“Novel Chiral Dihydrobenzoazaphosphole Ligands and Synthesis Thereof.” Biswas, S.; Desrosiers, J. –N.; Lao, K.; Mangunuru, H. P. R.; Qu, B.; Rodriguez, S.; Senanayake, C. H.; Sieber, J. D.; Wang, X. –J.; Yee, N. K.; Zhang, Y. U.S. Patent # 20180155377 A1 issued June 07, 2018.