Show simple item record

dc.contributor.advisorMinter, David E.
dc.contributor.authorLindabery, Gregory C.en_US
dc.description.abstractIn an effort to develop an efficient synthetic route to the crinane skeleton from isoquinoline, an unprecedented conversion, several novel reactions have been discovered and explored. N-Benzyl-4,4dialkyldihydroisoquinolmium salts, which can be readily prepared from isoquinoline by utilizing boron-activated enamine alkylation chemistry, undergo facile oxidation with m-chloroperoxybenzoic, acid to afford 3-hydroxy-1-isoquinolones and the corresponding homophthalimides; regioselective sodium borohydride reduction of the latter affords the former. Treatment of 3-hydroxy-1-isoquinolones with sulfinic acid results in the formation of isocarbostyrils by dealkylation or acid-catalyzed dehydrative alkyl migration. In the caw of the 4-spirobutyl system, this reaction sequence represents an efficient entry to the relatively inaccessible 1,2,3,4-tetrahydrophenanthridine nucleus of the crinine, narciclasine, and lycorine type alkaloids.
dc.format.extentx, 249 leaves : illustrationsen_US
dc.format.mediumFormat: Printen_US
dc.relation.ispartofTexas Christian University dissertationen_US
dc.titleNovel synthetic approaches to the 5,10b-ethano-phenanthridine nucleus of the crinine-type amaryllidaceae alkaloids from isoquinolineen_US
dc.typeTexten_US of Chemistry
local.collegeCollege of Science and Engineering
local.departmentChemistry and Biochemistry
local.academicunitDepartment of Chemistry
local.subjectareaChemistry and Biochemistry
dc.identifier.callnumberMain Stacks: AS38 .L56 (Regular Loan)
dc.identifier.callnumberSpecial Collections: AS38 .L56 (Non-Circulating) of Philosophy Christian University

Files in this item


There are no files associated with this item.

This item appears in the following Collection(s)

Show simple item record