Makoto Shimazaki

Synthesis of (+)-preussin

A total synthesis of (+)-preussin (1), a novel antifungal agent, was achieved via asymmetric 1,3-dipolar cycloaddition of decyl methyl nitrone (2) with (−)-1-phenyl-3-buten-2-ol (3) as a key reaction

Highly enantioselective reduction of symmetrical diacetylaromatics with baker's yeast

Abstract Asymmetric reduction of symmetrical diacetylaromatics ( 1a , 1b , and 1d-g ) with bakers yeast ( Saccharomyces cerevisiae ) provided the corresponding alcohols of high enantiomeric purity. By choosing appropriate reaction conditions, the products were preferentially the monoalcohols over the diols.

Stereoselective syntheses of spicy components in peppers

The syntheses of (E)-α,β-unsaturated amides were accomplished from chloroacetamides and alkyl halides via β-elimination of the pyrazinyl-sulfinyl group, and some of the products are spicy components of piperaceous plants

b-Elimination of the Pyrazinylsulfinyl Group — Preparation of Cinnamonitriles

Synthese de cinnamonitriles a partir de chloroacetonitrile, de bromures de benzyle (A) et de pyrazinethiols-2 via les reactions de A avec NaH et les cyanomethanesulfinyl-2 pyrazines intermediaires

Reactions of cyclohexyl and aryl pyrazinyl sulfoxides with trifluoroacetic anhydride

Cyclohexyl pyrazinyl sulfoxides reacted with trifluoroacetic anhydride to give 1-cyclohexenyl pyrazinyl sulfides and/or cyclohexyl hydroxypyrazinyl sulfides. The presence of alkyl groups on the pyrazine ring is essential to obtain the latter compounds