The specific aim of the research outlined in this proposal is to synthesize the antitumor antibiotic menogarol (A). The strategy is divided into three parts: (1) the preparation of benzoxocin B which comprises the DEF-rings of menogarol, (2) the annulation of the anthracycline rings onto B, and (3) the manipulation of the functionality in the A ring to give menogarol. The proposal also includes a section concerning the use of 4- and 5-silyl-substituted isoxazolidines for the synthesis of allylic amines and the pyrrolidine neurotoxins kainic acid (C) and allo-kainic acid (D). Silylisoxazolidines are prepared by the [3+2] dipolar cycloaddition of nitrones and vinylsilanes.

Agency
National Institute of Health (NIH)
Institute
National Institute of General Medical Sciences (NIGMS)
Type
Research Project (R01)
Project #
5R01GM037014-03
Application #
3291846
Study Section
Medicinal Chemistry Study Section (MCHA)
Project Start
1986-07-01
Project End
1990-06-30
Budget Start
1988-07-01
Budget End
1989-06-30
Support Year
3
Fiscal Year
1988
Total Cost
Indirect Cost
Name
University of Maryland College Park
Department
Type
Earth Sciences/Resources
DUNS #
City
College Park
State
MD
Country
United States
Zip Code
20742
Parvez, M; Lander, S W; DeShong, P (1992) Structure of trans-3,3-dichloro-4-(alpha-chlorobenzyl)-1-methyl-5-phenyl-2-pyrrolidi none. Acta Crystallogr C 48 ( Pt 3):568-70