Studies Toward the Total Synthesis of Natalamycin A: Stereoselective Synthesis of the C9–C21 Segment

IF 1.5 4区 医学 Q4 CHEMISTRY, MEDICINAL Natural Product Communications Pub Date : 2024-05-13 DOI:10.1177/1934578x241250236
Momoko Suzuki, Kazuhiko Takatori, Kenichi Kobayashi
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Abstract

Toward the total synthesis of natalamycin A, we have synthesized the C9-C21 segment corresponding to the northwestern part of the natural product. Key features of this synthesis were an asymmetric α-chlorination of an aldehyde using MacMillan's catalyst and stereoselective assembly of three contiguous stereocenters via a butenolide intermediate.
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纳他霉素 A 的全合成研究:C9-C21 部分的立体选择性合成
为了实现纳他霉素 A 的全合成,我们合成了与天然产物西北部相对应的 C9-C21 段。该合成的主要特点是使用麦克米伦催化剂对醛进行不对称α-氯化,并通过丁烯内酯中间体立体选择性地组装出三个连续的立体中心。
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来源期刊
Natural Product Communications
Natural Product Communications 工程技术-食品科技
CiteScore
3.10
自引率
11.10%
发文量
254
审稿时长
2.7 months
期刊介绍: Natural Product Communications is a peer reviewed, open access journal studying all aspects of natural products, including isolation, characterization, spectroscopic properties, biological activities, synthesis, structure-activity, biotransformation, biosynthesis, tissue culture and fermentation. It covers the full breadth of chemistry, biochemistry, biotechnology, pharmacology, and chemical ecology of natural products. Natural Product Communications is a peer reviewed, open access journal studying all aspects of natural products, including isolation, characterization, spectroscopic properties, biological activities, synthesis, structure-activity, biotransformation, biosynthesis, tissue culture and fermentation. It covers the full breadth of chemistry, biochemistry, biotechnology, pharmacology, and chemical ecology of natural products. Natural Product Communications is a peer reviewed, open access journal studying all aspects of natural products, including isolation, characterization, spectroscopic properties, biological activities, synthesis, structure-activity, biotransformation, biosynthesis, tissue culture and fermentation. It covers the full breadth of chemistry, biochemistry, biotechnology, pharmacology, and chemical ecology of natural products.
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