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ChemInform Abstract: Oxocarbenium Ion Cyclizations under Non-Acidic Conditions: Synthesis of Tetrahydropyran Analogues of the Pseudomonic Acids.

✍ Scribed by Noshena Khan; Haiyun Xiao; Bo Zhang; Xuhong Cheng; David R. Mootoo


Publisher
John Wiley and Sons
Year
2010
Weight
31 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis


Oxocarbenium Ion Cyclizations under Non-Acidic Conditions: Synthesis of Tetrahydropyran Analogues of the Pseudomonic Acids. -C 5 -Alkylated 1,2-O-isopropylidene furanosides such as (I) undergo a completely stereoselective reaction with iodonium ions to lead to tetrahydropyran subunits of pseudomonic acids.


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## Abstract Thiocyanohydrins are efficiently and regioselectively obtained by ring opening of epoxide under solvent‐free conditions using the solid acid catalyst melamine sulfonic acid.