Total synthesis of haterumalides NA and NC via a chromium-mediated macrocyclization.
Total synthesis of haterumalides NA and NC via a chromium-mediated macrocyclization.
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通过铬介导的大环化全合成哈特马利德 NA 和 NC。
DOI：
10.1021/ja8043695
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发表时间：
2008
影响因子：
15
通讯作者：
Borhan,Babak
中科院分区：
文献类型：
--
作者：
Schomaker,JenniferM;Borhan,Babak
Haterumalides NA和NC的合成是通过将氯代亚乙烯基铬类卡宾大环化到侧链醛上以产生C8−C9键，并以所需的立体异构体作为主要产物来完成的。利用后一种化学物质能够获得C9羟基化（haterumalides NC和ND）和C9脱氧形式（haterumalides NA、NB和NE;通过C9-羟基的脱氧）。
The syntheses of haterumalides NA and NC were accomplished via the macrocyclization of a chlorovinylidene chromium carbenoid onto a pendant aldehyde to generate the C8−C9 bond with the desired stereoisomer as the major product. Utilizing the latter chemistry enables access to both C9 hydroxylated (haterumalides NC and ND) and C9 deoxygenated forms (haterumalides NA, NB, and NE; via deoxygenation of the C9-hydroxyl).