A Flexible Strategy Based on a C2-Symmetric Pool of Chiral Substrates: Concise Synthesis of (+)-Valienamine, Key Intermediate of (+)- Pancratistatin, and Conduramines A-1 and E
A Flexible Strategy Based on a C2-Symmetric Pool of Chiral Substrates: Concise Synthesis of (+)-Valienamine, Key Intermediate of (+)- Pancratistatin, and Conduramines A-1 and E
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DOI:
10.1021/ol9016194
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发表时间:
2009-10-01
期刊:
影响因子:
5.2
通讯作者:
Yan, Tu-Hsin
中科院分区:
文献类型:
--
作者:
Chang, Yuan-Kang;Lo, Hong-Jay;Yan, Tu-Hsin
A new strategy invoking a new application of the [3,3] sigmatropic rearrangement of allylic azides and the presence of a C-2 symmetry element within a pool of chiral substrates was evolved. Not only does this simple flexible strategy provide a concise approach to (+)-valienamine, but it also can readily be adopted for the synthesis of conduramines A-1 and E and the enantiopure azido carbonate 4, a key intermediate of (+)-pancratistatin.