Enantioselective total synthesis of the proposed structure of macrolide iriomoteolide-1b
Ye ZQ(叶正清) ; Gao TY(高婷轶) ; Zhao G(赵刚)
刊名Tetrahedron
2011
卷号67期号:33页码:5979-5989
ISSN号0040-4020
其他题名大环内酯iriomoteolide-1b的对映选择性全合成
通讯作者赵刚
英文摘要An enantioselective total synthesis of the proposed structure of macrolide iriomoteolide-1b has been achieved by a convergent protocol, which was featured by an enantioselective organocatalytic transfer hydrogenation of enal, a Julia-Kocienski olefination to establish the C15-C16 E-olefin moiety, a Kulinkovich reaction associated with cyclopropyl-allyl rearrangement to produce allyl stannane and ytterbium triflate and carboxylic acid promoted allylation between allyl stannane and aldehyde with tertiary alcohol at the alpha-position. The construction of macrolide 2 was realized by the successful implementation of RCM utilizing 5 mol % Grubbs's second generation catalyst at room temperature with E-isomer as a single product. (C) 2011 Elsevier Ltd. All rights reserved.
学科主题天然产物有机化学
收录类别SCI
原文出处http://dx.doi.org/10.1016/j.tet.2011.06.025
语种英语
WOS记录号WOS:000293606200017
公开日期2013-02-26
内容类型期刊论文
源URL[http://202.127.28.38/handle/331003/20817]  
专题上海有机化学研究所_中科院天然产物有机化学重点实验室
推荐引用方式
GB/T 7714
Ye ZQ,Gao TY,Zhao G. Enantioselective total synthesis of the proposed structure of macrolide iriomoteolide-1b[J]. Tetrahedron,2011,67(33):5979-5989.
APA 叶正清,高婷轶,&赵刚.(2011).Enantioselective total synthesis of the proposed structure of macrolide iriomoteolide-1b.Tetrahedron,67(33),5979-5989.
MLA 叶正清,et al."Enantioselective total synthesis of the proposed structure of macrolide iriomoteolide-1b".Tetrahedron 67.33(2011):5979-5989.
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