Synthetic Studies toward the C14-C29 Fragment of Mirabalin

被引:14
作者
Cornil, Johan [1 ]
Echeverria, Pierre-Georges [2 ]
Reymond, Sebastien [1 ]
Phansavath, Phannarath [2 ]
Ratovelomanana-Vidal, Virginie [2 ]
Guerinot, Amandine [1 ]
Cossy, Janine [1 ]
机构
[1] PSL Res Univ, ESPCI Paris, CNRS,UMR 8231, Lab Chim Organ,Inst Chem Biol & Innovat CBI, 10 Rue Vauquelin, F-75231 Paris 05, France
[2] PSL Res Univ, Chim ParisTech, CNRS, Inst Rech Chim Paris, F-75005 Paris, France
关键词
POTENT CYTOTOXIC MACROLIDE; FORMAL TOTAL SYNTHESIS; SWINHOLIDE-A; ABSOLUTE STEREOSTRUCTURE; DIMERIC MACROLIDE; SUPERSTOLIDE-A; RIFAMYCIN-S; SPONGE; STRATEGY; SUBUNITS;
D O I
10.1021/acs.orglett.6b02162
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A convergent synthesis of one isomer of the C14-C29 fragment of mirabalin is disclosed. The key steps include a Marshall allenylation, a Mukaiyama aldol reaction and a Crimmins aldolization, which allow the control of 10 out of 25 stereogenic centers present in the molecule.
引用
收藏
页码:4534 / 4537
页数:4
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