Total Syntheses of (±)-Rhodonoids C, D, E, F, and G and Ranhuadujuanine B

被引:15
|
作者
Wu, Hao [1 ]
Hsung, Richard P. [2 ]
Tang, Yu [1 ,3 ,4 ]
机构
[1] Tianjin Univ, Sch Pharmaceut Sci & Technol, Tianjin 300072, Peoples R China
[2] Univ Wisconsin, Div Pharmaceut Sci, Madison, WI 53705 USA
[3] Ocean Univ China, Sch Med & Pharm, Chinese Minist Educ, Key Lab Marine Drugs, 5 Yushan Rd, Qingdao 266003, Peoples R China
[4] Qingdao Natl Lab Marine Sci & Technol, Lab Marine Drugs & Bioprod, Qingdao 266237, Peoples R China
基金
中国国家自然科学基金;
关键词
BIOMIMETIC TOTAL-SYNTHESIS; RHODODENDRON-CAPITATUM; ONE-POT; CYCLOADDITION; CANNABICYCLOL; CONSTRUCTION; ANNULATION; EFFICIENT; CASCADE; PAIRS;
D O I
10.1021/acs.orglett.7b01463
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Here we describe the divergent, biosynthetically inspired syntheses of (+/-)-rhodonoids C-G and (+/-)-ranhuadujuanine B. The key steps of the Syntheses inelude the construction: of the chromene unit through a formal oxa-[3 + 3] annulation and a biomimetic acid-catalyzed ring Cyclization. Cationic [2 + 2]:cydoadclition is accomplished to form the cyclobutane core of (+/-)-rhcidonoids E and F.
引用
收藏
页码:3505 / 3507
页数:3
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