Simple and efficient synthesis of highly functionalized cyclohexanes; formal total synthesis of ovalicin (cas 19683-98-8) and fumagillin
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Add time:09/04/2019 Source:sciencedirect.com
Two chiral cyclohexanes 4 and 6, which are key intermediates for the total synthesis of ovalicin (cas 19683-98-8) 1 and fumagillin 2, respectively, were synthesized from (2R,3S) 1,2-epoxy-4-penten-3-ol. The key steps involve an efficient construction of divinylalcohol 7 using methallyl Grignard reagent 9c, and an intramolecular olefin metathesis of 7.
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