Here we report the chemoenzymatic synthesis of Ro 25-8210 (1) and Ro 25-6630 (2) by using microbial reduction of a-chloromethyl ketone 4 mediated with baker’s yeast and Geotrichum sp. to afford the optically active (...Here we report the chemoenzymatic synthesis of Ro 25-8210 (1) and Ro 25-6630 (2) by using microbial reduction of a-chloromethyl ketone 4 mediated with baker’s yeast and Geotrichum sp. to afford the optically active (R) and (S)-α-chlorohydrin 8 respectively as the key step.展开更多
Bioreduction of some β-carbonyl phenyl sulfides, sulfoxides and sulfones (1, 3, 5, 8, 11 and 13) by Geotrichum sp. was studied. Reduction of β-carbonyI phenyl sulfoxides (5 and 8) gave anti-Prelog sulfoxide alcohols...Bioreduction of some β-carbonyl phenyl sulfides, sulfoxides and sulfones (1, 3, 5, 8, 11 and 13) by Geotrichum sp. was studied. Reduction of β-carbonyI phenyl sulfoxides (5 and 8) gave anti-Prelog sulfoxide alcohols. (S, Ss)-3-Chloro-1-phenylsulfinylpropan-2-ol (9) was obtained in high yield with 95% e. e. after recrystallization from methylene chloride-petroleum ether.展开更多
This article summarizes the achievements of the authors’ group in the area of biocatalyst catalyzed organic reactions in recent 10 years. A strain of Geotrichum sp. obtained by screening is capable of stereoselective...This article summarizes the achievements of the authors’ group in the area of biocatalyst catalyzed organic reactions in recent 10 years. A strain of Geotrichum sp. obtained by screening is capable of stereoselectively reducing a number of carbonyl compounds. In many cases, the stereochemistry is complementary with that obtained by baker’s yeast. Therefore, this micro organism provides a useful pathway to the preparation of alcohol compounds with specific configurations. On the other hand, a number of plant sources have been screened for oxynitrilases and the hydrocyanation reactions of various arylcarboxaldehydes have been investigated. A “micro aqueous reaction system" was invented, by which a series of novel optically active cyanohydrins were prepared. On this basis, a high through put continuous reaction system has been designed. This paper also describes examples of the syntheses of bio active compounds by using the optically active compounds obtained from the above mentioned catalytic reactions as precursors.展开更多
文摘Here we report the chemoenzymatic synthesis of Ro 25-8210 (1) and Ro 25-6630 (2) by using microbial reduction of a-chloromethyl ketone 4 mediated with baker’s yeast and Geotrichum sp. to afford the optically active (R) and (S)-α-chlorohydrin 8 respectively as the key step.
基金Project supported by the National Natural Science Foundation of China (No. 29790125).
文摘Bioreduction of some β-carbonyl phenyl sulfides, sulfoxides and sulfones (1, 3, 5, 8, 11 and 13) by Geotrichum sp. was studied. Reduction of β-carbonyI phenyl sulfoxides (5 and 8) gave anti-Prelog sulfoxide alcohols. (S, Ss)-3-Chloro-1-phenylsulfinylpropan-2-ol (9) was obtained in high yield with 95% e. e. after recrystallization from methylene chloride-petroleum ether.
基金theNationalNaturalScienceFoundationofChinaandStateMinistryofScienceandTechnology (No .G2 0 0 0 0 775 0 6)
文摘This article summarizes the achievements of the authors’ group in the area of biocatalyst catalyzed organic reactions in recent 10 years. A strain of Geotrichum sp. obtained by screening is capable of stereoselectively reducing a number of carbonyl compounds. In many cases, the stereochemistry is complementary with that obtained by baker’s yeast. Therefore, this micro organism provides a useful pathway to the preparation of alcohol compounds with specific configurations. On the other hand, a number of plant sources have been screened for oxynitrilases and the hydrocyanation reactions of various arylcarboxaldehydes have been investigated. A “micro aqueous reaction system" was invented, by which a series of novel optically active cyanohydrins were prepared. On this basis, a high through put continuous reaction system has been designed. This paper also describes examples of the syntheses of bio active compounds by using the optically active compounds obtained from the above mentioned catalytic reactions as precursors.
