Chemoenzymatic Total Synthesis and Structural Revision of Ampelomins B, D, E, and epi-Ampelomin B

被引：5
|
作者：
Brindisi, Carolina [1 ]
Vazquez, Silvana [1 ]
Suescun, Leopoldo [2 ]
Seoane, Gustavo [1 ]
Martin, Victor S. [3 ]
Brovetto, Margarita [1 ]
机构：
[1] Univ Republica, Fac Quim, Dept Quim Organ, CC 1157, Montevideo, Uruguay
[2] Univ Republica, Fac Quim, Cryssmat Lab DETEMA, CC 1157, Montevideo, Uruguay
[3] Univ La Laguna, Dept Quim Organ, Inst Univ Bioorgan Antonio Gonzalez, Avda Astrofis Francisco Sanchez 2, San Cristobal la Laguna 38206, Spain
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 24期
关键词：
WHOLE-CELL FERMENTATION; METABOLITES; ENANTIOPURE; CIS-1,2-DIHYDROCATECHOLS; DIHYDROXYLATION; HYDROGENATION;
D O I：
10.1021/acs.joc.9b02472
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Enantioselective synthesis of ampelomin B and epi-ampelomin B, D, and E was accomplished starting from toluene, through a chemoenzymatic sequence, in which stereoselective hydrogenation, Mitsunobu reaction, and regio- and stereoselective nucleophilic opening of an epoxide were used as the main transformations. Structural revision and absolute configuration of the natural compounds were carried out.
引用
收藏
页码：15997 / 16002
页数：6
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