Masako Ueno

Proton NMR studies on the chromophore binding structure in neocarzinostatin complex

Abstract NMR studies indicatethe hydrophobic pocket formedby the internalfour-stand β-sheet of apoprotein bindsNCS-chr with the conformation in wich its naphthoate moiety sits on the bottom of the pocket and the aminosugar and the carbonate group face outwards.

Formal substitution at both bridgeheads of a bicyclo[2.2.2]oct-5-en-2-one and its application to a synthesis of (±)-modhephene

Abstract Synthesis of a propellane sesquiterpene (±)-modhephene ( 23 ) was achieved on the basic of a novel procedure to introduce the desired alkyl groups at both bridgeheads of a bicyclo[2.2.2]oct-5-en-2-one.

The first total synthesis of (±)-2-thiocyanatoneopupukeanane based on a pinacol-type rearrangement

The racemic mixture of 2-thiocyanatoneopupukeanane, a marine sesquiterpene-thiocyanate with a tricylo[4.3.1.03,7]decane skeleton, was prepared through a pinacol-type rearrangement of a bicyclo[2.2.2]oct-5-en-2-ol giving a bicyclo[3.2.1]oct-6-en-2-one derivative and an aldol reaction leading to the neopupukeanane framework.

Novel aromatic oxy-Cope rearrangement. Participation of a benzene ring and intramolecular potassium-ion detachment by methoxy groups

Abstract The aromatic oxy-Cope rearrangement including a benzene ring took place when 1-methoxy-2-aryl-bicyclo[2.2.2]oct-5-en-2- exo -ols and 2-(2-methoxyphenyl)-bicyclo[2.2.2]oct-5-en- exo -2-ols were treated with KH in THF.

The first total synthesis of (±)-junicedranol based on a novel anionic [1,3] rearrangement

Abstract The racemate of junicedranol, a sesquiterpene-alcohol with a novel carbon skeleton, was prepared through a unique anionic [1,3] rearrangement of an 8-methylenebicyclo[3.2.1]oct-6-en-2-ol giving a cyclopentadiene derivative and the facial- and regioselective Diels–Alder reaction of the cyclopentadiene with a ketene equivalent leading to the junicedranol framework.

REACTIVITY OF (2,4-CYCLOHEPTADIENE-1,6-DIONE)FE(CO)3 : SYNTHESIS OF HINOKITIOL AND (7,8-DIPHENYLHEPTATRIAFULVALENE-1,6-QUINONE)FE(CO)3

Abstract The reactivities of tricarbonyl(2,4-cycloheptadiene-1,6-dione)iron toward several kinds of nucleophiles and electrophiles were investigated. As a result, it was found that tricarbonyl(2,4-cycloheptadiene-1,6-dione)iron has several reaction sites and undergoes several types of reactions. A new synthetic route to hinokitiol and tricarbonyl-(7,8-diphenylheptariafulvalene-1,6-quinone)iron from (2,4-cycloheptadiene-1,6-dione)iron was explored.

Stereoconvergent approach to each of the stereoisomeric hydroxydiquinanes based on the anionic [1,3] rearrangement of bicyclo[3.2.1]oct-6-en-2-ols

Abstract The anionic [1,3] rearrangement of both stereoisomeric bicyclo[3.2.1]oct-6-en-2-ols by treatment with KN(TMS) 2 in toluene or in diglyme took place as a stereoconvergent route giving each of the stereoisomeric hydroxydiquinanes.