Sept_15_homework

		Homework Sets Organic Chemistry III Gustavus Adolphus College Fall Semester 2000
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September 15 spiropyrrolidinyloxindole synthesis; o-cyanoisocyanobenzene cyclization September 20 triflic anhydride-induced cyclization; perfluoro-n-butyl iodide addition followed by elimination; formation of R-NC from R-NH2 September 27 7-hydroxycannabidiol synthetic steps; base-induced 1,2-addition to styrenes; conjugate addition to nitrothienylogous acetylenes October 2 reaction of a, p-dinitrocumene with p-aminophenol; conversion of phenylacetylene to phenylpropiolonitrile via 1-cyanoimidazole October 9 fluoride-induced ring-opening and addition of perfluoropropene oxide; reaction of aniline with chlorotrifluoroethylene October 11 ciguatoxin - synthetic steps October 13 reaction of 1,1-dimethylfulvene with carbenes; synthesis of part of the organic framework of cobyric acid October 16 base-catalyzed reaction of ethyldiisopropylpyrazole with 4-fluoronitrobenzene; cumulated [4]radialene synthesis; substituted thiourea reaction with sodium azide and mercury(II) chloride October 27 base-induced acylsilane rearrangements coupled with further reactions November 1 boron trifluoride-catalyzed allylation via an allylsilane; Mg2+ catalyzed cycloaddition of a hydrozylamine to an enone; mild preparation of 4-methoxybenzyl cation, and use in cationic polymerization of styrene November 6 hydrolysis of ketals and ester; acid-catalyzed conversion of sampsonione J to sampsonione I; hydrolysis of a spiroketal containing three- and four-membered rings; TiCl4-catalyzed rearrangement of an allylsilane November 10 synthesis of alpha, beta-diaminoalcohols; acid-catalyzed reaction of acrolein with isobutyraldehyde; hetero-aldol-Tischenko reaction November 15 Eschenmoser fragmentation; rhodium-catalyzed merry-go-round multiple alkylation November 20 preparation of an aryl iodide by use of Tl(III) chemistry; Rh-mediated preparation of an anti-Markovnikov alcohol November 27 PdCl2/O2-promoted intramolecular alkene cyclization; Pd-catalyzed methoxycarbonylation of an aryl triflate Student Literature Presentations, December 8-13