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For an alternate synthesis of the initially assigned aglycon monomer, see: (b) Yakambram, P.; Puranik, V.; Gurjar, M. Tetrahedron Lett. 2006, 22, 3781.
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(+)-Zampanolide and (+)-dactylolide: Smith, A. B., III; Safonov, I. G.; Corbett, M. R. J. Am. Chem. Soc. 2002, 124, 11102.
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33746895428
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33746916658
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note
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The order of addition (betaine formation) and temperature (-45 °C in toluene) in the Mitsunobu reaction proved to be critical to achieve high stereoselectivity.
-
-
-
-
24
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33746874688
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note
-
Enol acetal 14 was prepared in seven steps and 58% overall yield by a similar sequence as shown in Scheme 5 (excluding the Mitsunobu inversion).
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25
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84987472577
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35
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33746913752
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note
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See the Supporting Information.
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