Total synthesis of a novel oxa-bowl natural product paracaseolide A via a 'putative' biomimetic pathway

被引：18
|
作者：
Vasamsetty, Laxmaiah [1 ]
Khan, Faiz Ahmed [1 ]
Mehta, Goverdhan [2 ]
机构：
[1] Indian Inst Technol, Dept Chem, Hyderabad 502205, Andhra Pradesh, India
[2] Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India
来源：
TETRAHEDRON LETTERS | 2013年 / 54卷 / 27期
关键词：
Singlet oxygen; Suzuki coupling; Biomimetic; 3-Alkenylbutenolide; 4+2]-Type dimerization; SOLID-STATE; CRYSTAL-STRUCTURE; ARCHITECTURE;
D O I：
10.1016/j.tetlet.2013.04.097
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A total synthesis of bioactive tetracyclic natural product paracaseolide A, embodying an architecturally unusual oxa-bowl framework, has been accomplished from commercially available 5-methyl-2-furfural. The key step involving a thermal [4+2]-dimerization of an appropriately crafted 5-methyl-3-alkenylbutenolide is shown to proceed in a stepwise manner. (c) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码：3522 / 3525
页数：4
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