Stereoselective Synthesis of myo??, neo??, L??chiro, D??chiro, allo??, scyllo??, and epi??Inositol Systems via Conduritols Prepared from p??Benzoquinone

…, O Plettenburg, J vom Brocke, O Block…

Index: Podeschwa, Michael; Plettenburg, Oliver; Vom Brocke, Jochen; Block, Oliver; Adelt, Stephan; Altenbach, Hans-Josef European Journal of Organic Chemistry, 2003 , # 10 p. 1958 - 1972

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Citation Number: 20

Abstract

Abstract A practical route is described for the flexible preparation of a wide variety of inositol stereoisomers and their polyphosphates. The potential of this approach is demonstrated by the synthesis of myo-, L-chiro-, D-chiro-, epi-, scyllo-, allo-, and neo-inositol systems. Optically pure compounds in either enantiomeric form can be prepared from p- benzoquinone via enzymatic resolution of a derived conduritol B key intermediate. High- ...