Abstract

Studies directed toward the total synthesis of compactin will continue. Attention will now be focused on the incorporation of the secondary methyl group, on the construction of the hydroxylactone unit and on the coupling process. Studies will go forward on the imrovement of the Aza Claisen rearrangement and on heterosubstituted aryl Claisen rearrangements. Studies will be directed toward the use of carbonyl derivatives of olefinic alcohols in oxidative functionalization of the double bond linkage.

  Funding Agency

Agency
National Institute of Health (NIH)
Institute
National Heart, Lung, and Blood Institute (NHLBI)
Type
Research Project (R01)
Project #
5R01HL025848-08
Application #
3338298
Study Section
Medicinal Chemistry Study Section (MCHA)
Project Start
1980-01-01
Project End
1987-12-31
Budget Start
1987-01-01
Budget End
1987-12-31
Support Year
8
Fiscal Year
1987
Total Cost
Indirect Cost

  Institution

Name
Yale University
Department
Type
Schools of Arts and Sciences
DUNS #
082359691
City
New Haven
State
CT
Country
United States
Zip Code
06520

  Publications

Hartung, John; J D Wright, Benjamin; Danishefsky, Samuel J (2014) Studies toward the total synthesis of pluraflavin A. Chemistry 20:8731-6
Pham, Hung V; Paton, Robert S; Ross, Audrey G et al. (2014) Intramolecular Diels-Alder reactions of cycloalkenones: stereoselectivity, Lewis acid acceleration, and halogen substituent effects. J Am Chem Soc 136:2397-403
Zhang, Qiang; Johnston, Eric V; Shieh, Jae-Hung et al. (2014) Synthesis of granulocyte-macrophage colony-stimulating factor as homogeneous glycoforms and early comparisons with yeast cell-derived material. Proc Natl Acad Sci U S A 111:2885-90
Townsend, Steven D; Ross, Audrey G; Liu, Kai et al. (2014) Stereospecific cis- and trans-ring fusions arising from common intermediates. Proc Natl Acad Sci U S A 111:7931-5
Peng, Feng; Grote, Robin E; Wilson, Rebecca M et al. (2013) Pattern recognition analysis in complex molecule synthesis and the preparation of iso-Diels-Alder motifs. Proc Natl Acad Sci U S A 110:10904-9
Wang, Ting; Danishefsky, Samuel J (2013) Solid-phase peptide synthesis and solid-phase fragment coupling mediated by isonitriles. Proc Natl Acad Sci U S A 110:11708-13
Wang, Ping; Dong, Suwei; Shieh, Jae-Hung et al. (2013) Erythropoietin derived by chemical synthesis. Science 342:1357-1360
Wilson, Rebecca M; Dong, Suwei; Wang, Ping et al. (2013) The winding pathway to erythropoietin along the chemistry-biology frontier: a success at last. Angew Chem Int Ed Engl 52:7646-65
Ross, Audrey G; Townsend, Steven D; Danishefsky, Samuel J (2013) Halocycloalkenones as Diels-Alder dienophiles. Applications to generating useful structural patterns. J Org Chem 78:204-10
Peng, Feng; Dai, Mingji; Angeles, Angie R et al. (2012) Permuting Diels-Alder and Robinson Annulation Stereopatterns. Chem Sci 3:3076-3080

Showing the most recent 10 out of 79 publications