En route to the total synthesis of tashironin: on the exercise of stereochemical control by a methyl group in mediating remote cyclization reactions

En route to the total synthesis of tashironin: on the exercise of stereochemical control by a methyl group in mediating remote cyclization reactions
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DOI:
10.1016/j.tetlet.2004.11.148
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发表时间:
2005-01-31
影响因子:
1.8
通讯作者:
Danishefsky, SJ
Danishefsky, SJ
中科院分区:
化学4区
文献类型:
--
作者:
Cook, SP;Gaul, C;Danishefsky, SJ

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神经营养因子11- o - debenzoylltashironin(1)的[2.2.2]-双环核心(23)的合成是通过氧化脱芳化-跨环Diels-Alder级联实现的。我们已经证明,该反应序列对于高效构建相关的复杂[2.2.2]-双环化合物(vide infra)也很有价值。(C) 2004 Elsevier Ltd.版权所有。
The synthesis of the [2.2.2]-bicyclic core (23) of the neurotrophic factor 11-O-debenzoyltashironin (1) has been achieved by an oxidative dearomatization-transannular Diels-Alder cascade. We have shown that the reaction sequence is also valuable for the efficient construction of related, complex [2.2.2]-bicyclic compounds (vide infra). (C) 2004 Elsevier Ltd. All rights reserved.