A synthetic approach to enfumafungin

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• 作者：Nicolas Zorn and Robert Lett
• 刊名：Tetrahedron Letters
• 出版年：2006
• 出版时间：26 June 2006
• 年：2006
• 卷：47
• 期：26
• 页码：4325-4330
• 全文大小：134 K

文摘

The stereospecific synthesis of the dienophile subunits 5 was achieved from the butenolide 6. Ester 19 was obtained in 67 % overall yield (2 steps), with no intermediate purification, by a sodium chlorite oxidation of the corresponding aldehyde in buffered conditions, followed immediately after extraction, by a Mitsunobu reaction of the relatively labile acid 3 with alcohol 13. The synthesis of the α,β-unsaturated aldehydes 22 and 23 is also reported. Tentative IMDA reactions of 22 and 23 were examined in thermal conditions, or with a Lewis acid catalysis, and results are reported herein.