Synthetic studies on ecteinascidin 743: rapid access to the fully functionalized tetrahydroisoquinoline with a bridged 10-membered sulfur containing macrocycle
Synthetic studies on ecteinascidin 743: rapid access to the fully functionalized tetrahydroisoquinoline with a bridged 10-membered sulfur containing macrocycle
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DOI：
10.1039/b309824a
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发表时间：
2003-01-01
影响因子：
4.9
通讯作者：
Zhu, JP
中科院分区：
文献类型：
--
作者：
De Paolis, M;Chiaroni, A;Zhu, JP
本文报道了用1，4-桥连的10元含硫大环内酯（5）合成四氢异喹啉。在新开发的条件（LiBr、甲苯- TFE、80 ℃）下酸敏感的氨基二醇的酚羟醛缩合、Pictet-Spengler环化和酸促进的分子内C-S键形成导致10元环是我们合成的关键步骤。
Synthesis of tetrahydroisoquinoline with a 1,4- bridged 10- membered sulfur containing macrolactone ( 5) is described. Phenolic aldolisation, Pictet - Spengler cyclisation of an acid sensitive amino diol under newly developed conditions ( LiBr, toluene - TFE, 80 degrees C) and acid promoted intramolecular C - S bond formation leading to a 10- membered cycle are key steps of our synthesis.