Catalytic asymmetric synthesis of the C1-C15 segment of spirastrellolide A

Catalytic asymmetric synthesis of the C1-C15 segment of spirastrellolide A
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螺旋菌内酯A C1-C15 片段的催化不对称合成

DOI:
10.1055/s-0036-1588068
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发表时间:
2017
期刊:
Synthesis
影响因子:
--
通讯作者:
Masakatsu Shibasaki
Masakatsu Shibasaki
中科院分区:
--
文献类型:
--
作者:
Yui Sahara;Jin Cui;Makoto Furutachi;Jingbo Chen;Takumi Watanabe;Masakatsu Shibasaki

文献摘要

相似文献

实现了天然存在的 PP2A 抑制剂 spirastrellolide A C1-C15 片段的催化不对称合成。为了以立体定义的方式构建1,3-多元醇系统,我们利用了迭代羟醛策略,包括催化不对称硫代酰胺-羟醛反应和非对映选择性巴豆酰化过程。因此,通过 14 步程序获得了螺旋菌内酯 A 全合成的潜在片段。
Catalytic asymmetric synthesis of the C1–C15 fragment of spirastrellolide A, a naturally occurring PP2A inhibitor, was achieved. To construct the 1,3-polyol system in a stereodefined manner, we took advantage of an iterative aldol strategy comprising the catalytic asymmetric thioamide-aldol reaction, and a diastereoselective crotylation process. A potential segment for the total synthesis of spirastrellolide A was thus accessed through a 14-step procedure.