4.8 Article

Stereoselective total synthesis of the proposed structure of 2-epibotcinolide

Journal

ORGANIC LETTERS
Volume 8, Issue 23, Pages 5279-5282

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol062058+

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The total synthesis of pseudo 2-epibotcinolide (1b) through several featured synthetic approaches has been attained. First, the chiral linear precursors of the nine-membered ring compound is stereoselectively constructed by the asymmetric aldol reaction for producing beta-hydroxy ester units. Second, the key cyclization reaction to form the nine-membered lactone moiety is efficiently achieved by the extremely facile and powerful mixed-anhydride method promoted by 2-methyl-6-nitrobenzoic anhydride (MNBA) with basic promoters.

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