Synthesis of CD-ring structure of cortistatin A, an anti-angiogenic steroidal alkaloid from marine sponge
Synthesis of CD-ring structure of cortistatin A, an anti-angiogenic steroidal alkaloid from marine sponge
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DOI：
10.1016/j.tetlet.2008.09.157
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发表时间：
2008-12-01
影响因子：
1.8
通讯作者：
Kobayashi, Motomasa
中科院分区：
文献类型：
--
作者：
Kotoku, Naoyuki;Sumii, Yuji;Kobayashi, Motomasa
从印尼海绵中合成了一种新型的抗血管生成类固醇生物碱--皮质抑素A(1)的CID环结构。通过手性烯丙醇5的Johnson-Claisen重排反应，通过1，3-手性转移法构建了具有异喹啉结构的立体构筑的叔碳中心。随后的分子内Michael-Aldol反应得到了具有中等立体选择性的目标反氢吲烷骨架。(C)2008爱思唯尔有限公司。保留所有权利。
Stereoselective synthesis of the CID-ring Structure of cortistatin A (1), a novel anti-angiogenic steroidal alkaloid from Indonesian marine sponge, was achieved. The stereogenic tertiary carbon center bearing the isoquinoline moiety was constructed by 1,3-chiral transfer method using Johnson-Claisen rearrangement of the chiral allylic alcohol 5. Subsequent intramoelcular Michael-aldol reaction afforded the targeted trans-hydrindane skeleton with moderate stereoselectivity. (c) 2008 Elsevier Ltd. All rights reserved.