This subproject is one of many research subprojects utilizing the resources provided by a Center grant funded by NIH/NCRR. The subproject and investigator (PI) may have received primary funding from another NIH source, and thus could be represented in other CRISP entries. The institution listed is for the Center, which is not necessarily the institution for the investigator. C2-symmetric chiral 1,2-diamines with a chiral center in the ?-position have found wide application as effective catalyst ligands. They are analogous of the drug cis-platin and are used in cancer treatment research. 1,2-Diamines are also key reactants in the synthesis of natural products. Conventional methods of chiral 1,2-diamine syntheses are labor intensive, requiring stochiometric amounts of a chiral auxiliary. One of the novel ways to synthesize chiral 1,2-diamines is by the addition of RLi compounds to 1,2-diimines in the presence of catalytic amounts of a chiral ligand. Despite the fact that addition of RLi to monoimines in the presence of a variety of different chiral ligands has been exhaustively studied, only one paper has been published to date describing the addition of RLi to 1,2-diimines. The most successful chiral ligands used in reactions with monoimines are bis-oxazolines. No research detailing addition to 1,2-diimines in the presence of chiral bis-oxazolines has been published. The proposed research is to investigate the enantioselectivity of the addition of RLi reagents to 1,2-diimines in the presence of stochiometric and substochiometric amounts of chiral bis-oxazoline based ligands. The results of this work should establish a methodology that will allow a straight-forward synthesis of chiral C2-symmetric 1,2-diamines.

Agency
National Institute of Health (NIH)
Institute
National Center for Research Resources (NCRR)
Type
Exploratory Grants (P20)
Project #
5P20RR016462-08
Application #
7959879
Study Section
Special Emphasis Panel (ZRR1-RI-4 (02))
Project Start
2009-07-01
Project End
2010-06-30
Budget Start
2009-07-01
Budget End
2010-06-30
Support Year
8
Fiscal Year
2009
Total Cost
$95,229
Indirect Cost
Name
University of Vermont & St Agric College
Department
Chemistry
Type
Schools of Arts and Sciences
DUNS #
066811191
City
Burlington
State
VT
Country
United States
Zip Code
Wagner, Benjamin A; Braddick, Valerie C; Batson, Christopher G et al. (2018) Effects of testosterone dose on spatial memory among castrated adult male rats. Psychoneuroendocrinology 89:120-130
Mireault, Gina C; Crockenberg, Susan C; Heilman, Keri et al. (2018) Social, cognitive, and physiological aspects of humour perception from 4 to 8 months: Two longitudinal studies. Br J Dev Psychol 36:98-109
Mireault, Gina C; Rainville, Brady S; Laughlin, Breanna (2018) Push or Carry? Pragmatic Opportunities for Language Development in Strollers vs. Backpacks. Infancy 23:616-624
Mireault, Gina C (2017) Laughing MATTERS. Sci Am Mind 28:33-37
Nock, Adam M; Wargo, Matthew J (2016) Choline Catabolism in Burkholderia thailandensis Is Regulated by Multiple Glutamine Amidotransferase 1-Containing AraC Family Transcriptional Regulators. J Bacteriol 198:2503-14
Spritzer, M D; Curtis, M G; DeLoach, J P et al. (2016) Sexual interactions with unfamiliar females reduce hippocampal neurogenesis among adult male rats. Neuroscience 318:143-56
Hinkle, Karen L; Anderson, Chad C; Forkey, Blake et al. (2016) Exposure to the lampricide 3-trifluoromethyl-4-nitrophenol results in increased expression of carbohydrate transporters in Saccharomyces cerevisiae. Environ Toxicol Chem 35:1727-32
Reddy, Vasudevi; Mireault, Gina (2015) Teasing and clowning in infancy. Curr Biol 25:R20-3
Symeonides, Menelaos; Murooka, Thomas T; Bellfy, Lauren N et al. (2015) HIV-1-Induced Small T Cell Syncytia Can Transfer Virus Particles to Target Cells through Transient Contacts. Viruses 7:6590-603
Xie, Yi; Jin, Yu; Merenick, Bethany L et al. (2015) Phosphorylation of GATA-6 is required for vascular smooth muscle cell differentiation after mTORC1 inhibition. Sci Signal 8:ra44

Showing the most recent 10 out of 178 publications