It is planned to complete the total synthesis of strychnine 18. The development of kinetic enol chemistry using triisopropylsilyl enol ether is to be studied with the emphasis on the direct amination of ketones. Illustrations of the potential utility of the amination chemistry is to be examined, and they include short routes to methyl homodaphniphyllate 78, benzomorphane systems 101, the anti-Alzheimers compound huperzine 111. Some general scope and limitation studies are planned. A mu-cyclophane strategy for the synthesis of the teleocidins tumor promoters is described.

Agency
National Institute of Health (NIH)
Institute
National Institute of General Medical Sciences (NIGMS)
Type
Research Project (R01)
Project #
5R01GM032718-11
Application #
3281799
Study Section
Medicinal Chemistry Study Section (MCHA)
Project Start
1989-01-01
Project End
1995-06-30
Budget Start
1992-07-01
Budget End
1993-06-30
Support Year
11
Fiscal Year
1992
Total Cost
Indirect Cost
Name
University of Texas Austin
Department
Type
Schools of Arts and Sciences
DUNS #
City
Austin
State
TX
Country
United States
Zip Code
78712
Black, Phillip J; Hecker, Evan A; Magnus, Philip (2007) Studies towards the synthesis of the marine alkaloid chartelline C. Tetrahedron Lett 48:6364-6367
Cheung, Chi-Ming; Goldberg, Frederick W; Magnus, Philip et al. (2007) An expedient formal total synthesis of (-)-diazonamide A via a powerful, stereoselective O-aryl to C-aryl migration to form the C10 quaternary center. J Am Chem Soc 129:12320-7
Magnus, Philip; Matthews, Kenneth S; Lynch, Vince (2003) New strategy for the synthesis of tetrahydroisoquinoline alkaloids. Org Lett 5:2181-4