Enantioselective formal total synthesis of the antitumor macrolide bryostatin 7
Enantioselective formal total synthesis of the antitumor macrolide bryostatin 7
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DOI：
10.1021/ol061626i
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发表时间：
2006-09-28
期刊：
影响因子：
5.2
通讯作者：
Hale, Karl J.
中科院分区：
文献类型：
--
作者：
Manaviazar, Soraya;Frigerio, Mark;Hale, Karl J.
本文报道了苔藓抑素7的Masamune AB片段（1）的一种新的对映选择性合成方法。新路线中的关键步骤包括Meerwein-Ponndorf -Verley还原以设置O（7）立构中心和二噻烷6与碘化物5之间的烷基化结合以构建C（9）C（10）键。因为我们以前已经发表了Masamune的C-环苯砜2的合成，我们的新路线1构成了苔藓抑素7的正式全合成，它也纠正了以前报道的光谱数据1在CDCl 3。
A new enantioselective synthesis of Masamune's AB fragment (1) for bryostatin 7 is described. Key steps in the new route include a Meerwein-Ponndorf -Verley reduction to set the O(7) stereocenter and an alkylative union between the dithiane 6 and iodide 5 to construct the C(9) C(10) bond. Because we have previously published a synthesis of Masamune's C-ring phenyl sulfone 2, our new route to 1 constitutes a formal total synthesis of bryostatin 7; it also corrects the previously reported spectral data for 1 in CDCl3.