Abstract

The basic objectives of this proposal are to develop new reagents for organic synthesis which provide new approaches to the preparation of natural products, drugs and other bioactive materials. Reagents and reactors will be derived from titanium and tungsten methylene, zirconium and titanium ketene complexes and metal ketone and aldehyde complexes. These complexes will provide routes for the construction of carbon-carbon bonds, carbon-carbon bond cleavage and rearrangement, metal mediated aldol chemistry, unsymmetrical glycol synthesis and routes to lactones. As the basic chemistry is developed, the new reagents are being applied to the synthesis of terpenes, synthetic ionophores and other materials of biological interest.

  Funding Agency

Agency
National Institute of Health (NIH)
Institute
National Institute of General Medical Sciences (NIGMS)
Type
Research Project (R01)
Project #
5R01GM031332-05
Application #
3279296
Study Section
Metallobiochemistry Study Section (BMT)
Project Start
1983-03-01
Project End
1991-04-30
Budget Start
1987-05-01
Budget End
1988-04-30
Support Year
5
Fiscal Year
1987
Total Cost
Indirect Cost

  Institution

Name
California Institute of Technology
Department
Type
DUNS #
078731668
City
Pasadena
State
CA
Country
United States
Zip Code
91125

  Publications

Ogba, O M; Warner, N C; O'Leary, D J et al. (2018) Recent advances in ruthenium-based olefin metathesis. Chem Soc Rev 47:4510-4544
Ahmed, Tonia S; Montgomery, T Patrick; Grubbs, Robert H (2018) Using stereoretention for the synthesis of E-macrocycles with ruthenium-based olefin metathesis catalysts. Chem Sci 9:3580-3583
Ahmed, Tonia S; Grubbs, Robert H (2017) A Highly Efficient Synthesis of Z-Macrocycles Using Stereoretentive, Ruthenium-Based Metathesis Catalysts. Angew Chem Int Ed Engl 56:11213-11216
Rosebrugh, L E; Ahmed, T S; Marx, V M et al. (2016) Probing Stereoselectivity in Ring-Opening Metathesis Polymerization Mediated by Cyclometalated Ruthenium-Based Catalysts: A Combined Experimental and Computational Study. J Am Chem Soc 138:1394-405
Li, Jiaming; Grubbs, Robert H; Stoltz, Brian M (2016) Palladium-Catalyzed Aerobic Intramolecular Aminoacetoxylation of Alkenes Enabled by Catalytic Nitrate. Org Lett 18:5449-5451
Endo, Koji; Grubbs, Robert H (2016) Cationic ruthenium alkylidene catalysts bearing phosphine ligands. Dalton Trans 45:3627-34
Martin, David; Marx, Vanessa M; Grubbs, Robert H et al. (2016) A Ruthenium Catalyst for Olefin Metathesis Featuring an Anti-Bredt N-Heterocyclic Carbene Ligand. Adv Synth Catal 358:965-969
Dornan, Peter K; Lee, Daniel; Grubbs, Robert H (2016) Tandem Olefin Metathesis/Oxidative Cyclization: Synthesis of Tetrahydrofuran Diols from Simple Olefins. J Am Chem Soc 138:6372-5
Marx, Vanessa M; Sullivan, Alexandra H; Melaimi, Mohand et al. (2015) Cyclic alkyl amino carbene (CAAC) ruthenium complexes as remarkably active catalysts for ethenolysis. Angew Chem Int Ed Engl 54:1919-23
Tang, Grace Y; Pribisko, Melanie A; Henning, Ryan K et al. (2015) An in vitro enzymatic assay to measure transcription inhibition by gallium(III) and H3 5,10,15-tris(pentafluorophenyl)corroles. J Vis Exp :

Showing the most recent 10 out of 69 publications