Advances in Organic Synthesis

Author(s): Tomoya Kitazume, Tomoko Matsuda and Kaoru Nakamuraa

DOI: 10.2174/978160805198410602010463

Synthesis of Chiral Fluorinated Materials via Biotransformation

Pp: 463-490 (28)

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Abstract

SHS investigation development is considered from the geographical and historical viewpoint. 3 stages are described. Within Stage 1 the work was carried out in the Department of the Institute of Chemical Physics in Chernogolovka where the scientific discovery had been made. At Stage 2 the interest to SHS arose in different cities and towns of the former USSR. Within Stage 3 SHS entered the international scene. Now SHS processes and products are being studied in more than 50 countries.

Abstract

Biotransformation of organofluorine materials into the optically active functionalized fluorinated materials along with the discussion on the effect of fluorine atom(s) during the enantioselective and/or diastereoselective transformations is described. The ability of microorganism to discriminate between enantiomers is very important for the purpose of resolution and asymmetric synthesis. Also included are discussions on recent developments in methodologies to control enantioselectivities of catalytic reactions. Examples of practical applications that involve reduction of various types of ketones are also included.

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