Stereoselective Synthesis of the C5鈥揅18 Fragment of Halichomycin

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• 作者：Qingjiang Li ; Shiyong Mao ; Yuxin Cui ; Yanxing Jia
• 刊名：The Journal of Organic Chemistry
• 出版年：2012
• 出版时间：April 20, 2012
• 年：2012
• 卷：77
• 期：8
• 页码：4111-4116
• 全文大小：331K
• 年卷期：v.77,no.8(April 20, 2012)
• ISSN：1520-6904

文摘

An efficient and convergent synthesis of the C₅鈥揅₁₈ fragment of halichomycin is reported. Butanolide fragment 6 was readily prepared stereoselectively from (R)-Roche ester through catalyst control; dienylic bromide domain 7 was synthesized from (S)-serine by substrate control. C₅鈥揅₁₈ fragment 2 was rapidly assembled through a stereoselective alkylation of the butanolide with the dienylic bromide, followed by functional group transformations.