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A chemoenzymatic and enantioselective total synthesis of the resorcylic acid lactone L-783,290, the trans-isomer of L-783,277

✍ Scribed by Andrew Lin; Anthony C. Willis; Martin G. Banwell


Book ID
104097270
Publisher
Elsevier Science
Year
2010
Tongue
French
Weight
516 KB
Volume
51
Category
Article
ISSN
0040-4039

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✦ Synopsis


The structure, 5, assigned to the resorcylic acid lactone L-783,290 has been prepared for the first time and in a modular fashion using a Heck reaction to link the readily available fragments 8 and 14. Chemoenzymatic methods were used to prepare the latter fragment, in enantiopure form, from chlorobenzene.


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ChemInform Abstract: Enantioselective To
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Enantioselective Total Synthesis of the (-)-(6R,11R,14S)-Isomer of Colletallol. -The total synthesis of title compound (VII) is based on two consecutive Wittig reactions, the first one intermolecular and the second one intramolecular, instead of classical macrolactonizations. The strategy is flexibl