Asymmetric total synthesis of filamentous fungi related resorcylic acid lactones 7-epi-zeaenol and zeaenol

被引：4

作者：

Doda, Sai Reddy ^{[1
]}

Raghavendar, Avula ^{[2
]}

Haridasyam, Sharath Babu ^{[2
]}

Putta, Chandra Shekar ^{[3
]}

Rao, Bhattu Kanakadurga ^{[3
]}

Kadari, Sudhakar ^{[3
]}

机构：

[1] CSIR IICT, Nat Prod Chem Div, Hyderabad 500007, Andhra Pradesh, India

[2] GITAM Univ, Dept Chem, Hyderabad Campus, Patancheru Mandal 502329, Telangana, India

[3] Osmania Univ, Dept Chem, Hyderabad 500007, Telangana, India

来源：

HETEROCYCLIC COMMUNICATIONS | 2019年 / 25卷 / 01期

关键词：

Macrolactonisation; Natural products; Asymmetric synthesis; Heck cross coupling; C-C bond formation; NATURAL-PRODUCTS; STRUCTURE REVISION; RUGULACTONE; GENES;

D O I：

10.1515/hc-2019-0015

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient, short and, a convenient asymmetric total synthesis of filamentous fungi related resorcylic acid lactones 7-epi-zeaenol (2) and zeaenol (1) have been achieved in 7 and 9 linear steps with the high overall yield of 32% and 21% respectively, from the known intermediate 13. Mitsunobu inversion, De Brabander's protocol for macrolactonisation, Heck cross-coupling, diastereoselective alkyne aldehyde coupling and Ohira-Bestmann alkynylation are the key reactions.

引用

页码：78 / 84

页数：7

共 23 条

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[3] Asymmetric total synthesis of paecilomycin F, cochliomycin C, zeaenol, 5-bromo-zeaenol and 3,5-dibromo-zeaenol by Heck coupling and late stage macrolactonization approach
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[4] Asymmetric total synthesis of paecilomycin F, cochliomycin C, zeaenol, 5-bromo-zeaenol and 3,5-dibromo-zeaenol by Heck coupling and late stage macrolactonization approach
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[8] Histone Deacetylation Modifier Induced One New Resorcylic Acid Lactone 7′(Z)-zeaenol from the Zoanthid-Derived Fungus Cochliobolus lunatus
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