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3 Polish Journal of Chemistry

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Synthesis of Isoquinoline Alkaloid, (š)-Salsolidine, Using Thiazolino[2,3-a]isoquinolinone S-Oxide as Intermediate

100%

Rozwadowska M. D. , Sulima A.

tom Vol. 75, nr 12

1847-1852

Thiazolino[2,3-a]isoquinolinones have been oxidized to the corresponding S-oxides and their 10b-methyl derivatives desulfurized with Raney nickel to give (š) N-acyl salsolidine. Base-catalyzed hydrolysis of the N-acetyl derivative afforded (š)-salsolidine. C-Methylation reactions of the title heterocyclic system have been investigated throughly. Stereochemistry ofthe synthesized compounds nas been established.

Total synthesis of (+)- and (-)-corydalisol

80%

Chrzanowska M. , Józkowiak J. , Rozwadowska M. D. , Sulima A.

tom Vol. 72, nr 11

2399-2404

The first total synthesis of enantiomerically enriched (+)- and (-)-corydalisol (1) has been performed by addition of lithiated optically pure 1,3-dithiane 3b to hydrastinine chloride (2a), followed by desulfurization, separation of diastereomers and reduction with lithium aluminum hydride.

Crystal structure of nitromethane solvated (-)-2(3,4-dimethoxyphenyl)-4-phenyl-5-phthalimido-1,3-dithiane

80%

Ratajczak-Sitarz M. , Rozwadowska M. D. , Katrusiak A.

tom Vol. 72, nr 11

2493-2499

The crystal structure of the title solvate has been determined by X-ray diffraction with R=0.065. The 1,3-dithiane ring presents a chair conformation, the substituents at C(2), C(4) and C(5) are all in equatorial positions and the molecular ratio of the solvate is 1:1.