Juzo Nakayama

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Oxidation of trans-3,5-di-tert-butyl-3,5-diphenyl-1,2,4-trithiolane with dimethyldioxirane (DMD) or m-chloroperbenzoic acid (MCPBA) gave two stereoisomeric (1S*,3S*,5S*)- and (1R*,3S*,5S*)-1-oxides (16 and 17, respectively). Oxidation of 16 with DMD gave the (1S*,2R*,3S*,5S*)-1,2-dioxide (18) and the 1,1-dioxide 19, and that of 17 yielded the(More)
3,3-Disubstituted dithiirane 1-oxides were efficiently reduced with Lawesson's reagent (LR) to give the corresponding dithiiranes. X-ray diffraction analysis of 3,3-di(1-adamantyl)dithiirane is reported. Reaction of (34)S-labeled 3,3-di(1-adamantyl)dithiirane 1-oxide with LR produced the corresponding dithiirane in which the (34)S atoms were retained(More)
[reaction: see text] The oxidation of 7,8-dithiabicyclo[4.2.1]nona-2,4-diene 7-exo-oxide with dimethyldioxirane (DMD) provided the 7-exo-8-exo-dioxide, the structure of which was determined by X-ray crystallography [S-S 2.341(2) A and 90 degree angle O-S-S-O 4.1(3) degrees ]. The exo attack of DMD to give the exo,exo-dioxide was kinetically more favorable(More)
The title compound, C(10)H(16)N(2)O(2)S(2), is considered to maintain an inner-salt structure in the crystal, where the planes of the carbenium and the thiocarboxylate moieties are nearly perpendicular to each other [77 (2) degrees ], and the backbone C-C bond length [N(2)C-CS(2) 1.510 (2) A] is significantly shorter than a normal C-C single-bond length.
5,6-Di-tert-butyl-2,3,7-trithiabicyclo[2.2.1]hept-5-ene 7-endo-oxide (4) was prepared by addition of S(2)Cl(2) to 3,4-di-tert-butylthiophene 1-oxide (3) in high yield. The oxidation of 4 with dimethyldioxirane gave a 7:1 isomeric mixture of 5,6-di-tert-butyl-2,3,7-trithiabicyclo[2.2.1]hept-5-ene 2-endo-7-endo-dioxide (5a) and 2-exo-7-endo-dioxide (5b)(More)
2,3-Di(1-adamantyl)thiirene 1-oxide quickly reacted with Lawesson's reagent in CH2Cl2 at room temperature to provide di(1-adamantyl)ethanedithione (1) as thermally labile, violet crystals in 20% isolated yield. The use of CS2 as the solvent gave 1 in 46% isolated yield. The reaction in the presence of dimethyl acetylenedicarboxylate furnished dimethyl(More)
A series of di-, tri-, and tetra-substituted N-tosylaziridines [N-(toluene-p-sulfonyl)aziridines] 1, prepared by aziridination of the corresponding alkenes with N-[(tolyl-p-sulfonyl)imino]phenyliodinane (TsN = IPh), was found to undergo a BF3-catalyzed rearrangement (aza-pinacol rearrangement) under mild conditions to give the corresponding N-tosylimines 2(More)
The pseudotetrahedral geometry of the thiosulfinyl group (>S=S) in the thionosulfite which was prepared by treatment of cis-3,4-di-tert-butylthiolane-3,4-diol with 1,1'-thiobisbenzimidazole is stable enough to allow the isolation of two diastereomers. X-ray crystallographic analysis revealed that the configuration of the >S=S group of the major diastereomer(More)