Virginia Tech Intellectual Properties, Inc.

Virginia Polytechnic Institute and State University

Tomas Hudlicky

Martin Mandel

Kurt Konigsberger

Xinrong Tian

There are described novel biocatalytic and chemical processes for the synthesis of various oxygenated compounds. Particularly, there are described processes for the synthesis of a useful synthon 12 made by reacting a protected diol (acetonide) with permaganate under appropriate conditions. Such synthon is useful of the synthesis of various pharmaceutically important compounds such as D-chiro-inositol and D-chiro-3-inosose. Also, there are disclosed novel compounds, including specifically the synthon 12 and compounds derived therefrom.

Syntheses of D-chiro-3-inosose and (+)-D-chiro inositol

This is described an improved process for the asymetric synthesis of (+)-Pancratistatin utilizing aziridines as the starting materials.

Synthesis of (+)-pancratistatin

Provided by the present invention is a process for the biocatalytic synthesis of optically pure sphingosines from achiral starting material. The stereoisomers of sphingosine are prepared from chiral arene diols using stereospecific reaction techniques to obtain the desired sphingosine or derivative thereof.

Synthesis of sphingosines

There are described improved processes for the synthesis of a desired lactone useful as a synthon, the improved processes comprising oxidizing a protected arene diol with permanganate and periodate or subjecting a substituted epoxydiol to periodate oxidation to yield the desired lactone.

Method for preparing erythruronolactone

There are disclosed processes for the synthesis of substituted and unsubstituted arene diols useful in the further synthesis of sugars, sugar derivatives, chiral synthons or amino acids.

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Blacksburg, VA, United States of America

Tomas Hudlicky