A stereoselective approach to the angucyclinone antibiotics: A total synthesis of (±)-urdamycinone B

被引:3
|
作者
Osman, Hasnah [1 ]
Larsen, David S. [2 ]
Muralikrishna, Akkarapalli [1 ]
机构
[1] Univ Sains Malaysia, Sch Chem Sci, Gelugor 11800, Penang, Malaysia
[2] Univ Otago, Dept Chem, POB 56, Dunedin, New Zealand
关键词
Urdamycinone B; Total synthesis; Stereoselectivity; Angucyclinone antibiotics; DIELS-ALDER APPROACH; URDAMYCINONE-B;
D O I
10.1016/j.arabjc.2015.04.022
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A stereoselective chiral Lewis acid promoted reaction of siloxydiene (+/-)-13 and dienophile complex 18, gave a 4:1 mixture of urdamycinone B (1) and its C-3 epimer (24) in several steps in 12% overall yield. Separation of these products was achieved by high performance liquid chromatography (HPLC). (C) 2015 Published by Elsevier B.V. on behalf of King Saud University.
引用
收藏
页码:2501 / 2512
页数:12
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