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Total synthesis of pseudomonic acid C

…, HL Lee, T Mitt, G Pizzolato, EG Baggiolini…

文献索引:Barrish, Joel C.; Lee, Hsi Lin; Mitt, Toomas; Pizzolato, Giacomo; Baggiolini, Enrico G; Uskokovic, Milan R Journal of Organic Chemistry, 1988 , vol. 53, # 18 p. 4282 - 4295

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被引用次数: 40

摘要

Two approaches to the synthesis of aldehyde 28, a key intermediate in the total synthesis of pseudomonic acid C, were developed. One asymmetric route from the chiral hydroxy ester 11 proceeded in 13 steps via the hydroxy lactone 17. A shorter approach involved the Lewis acid catalyzed cycloaddition of formaldehyde to the chiral diene 23a to give 22a, which was separated from its diastereomer and then converted into 28 in seven steps. The ...

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