Synthesis of (+)-bullatacin via the highly diastereoselective [3+2] annulation reaction of a racemic aldehyde and a nonracemic allylsilane

Synthesis of (+)-bullatacin via the highly diastereoselective [3+2] annulation reaction of a racemic aldehyde and a nonracemic allylsilane
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DOI:
10.1021/ol051719k
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发表时间:
2005-09-15
期刊:
影响因子:
5.2
通讯作者:
Roush, WR
Roush, WR
中科院分区:
化学1区
文献类型:
--
作者:
Tinsley, JM;Mertz, E;Roush, WR

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(+)-bullatacin 的全合成是通过高度对映体富集的烯丙基硅烷 3 和外消旋醛 4 的非对映选择性 [3+2] 成环反应完成的,这提供了双链比 >= 20:1 的关键双四氢呋喃片段 15。
A total synthesis of (+)-bullatacin has been accomplished via a diastereoselective [3+2] annulation reaction of the highly enantiomerically enriched allylsilane 3 and racemic aldehyde 4, which provides the key bis-tetrahydrofuran fragment 15 with >= 20:1 ds.