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À propos de : Total Synthesis of Bengamide E and Analogues by Modification atC-2 and at Terminal Olefinic Positions        

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  • Total Synthesis of Bengamide E and Analogues by Modification atC-2 and at Terminal Olefinic Positions
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  • The total synthesis of the natural product Bengamide E, one of the members of a new class ofantitumor natural products of marine origin, is reported based on a convergent and flexible syntheticroute featuring an oxirane ring-opening reaction and an olefin cross metathesis. In a similar way,analogues structurally modified at C-2 and at the terminal vinyl positions were prepared byintroduction of various nucleophiles and alkyl substituents during the epoxide opening and theolefin cross metathesis steps, respectively. These studies demonstrate the validity of our syntheticstrategy, although they reveal some problems associated with the olefin cross metathesis, whoseefficiency depends on the substituent at the C-2 position as well as the steric environment of thealkene.
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