Stereoselective total synthesis of paecilomycin E and F and its two congeners Cochliomycin C and 6-epi-Cochliomycin C

被引:3
|
作者
Kadari, Sudhakar [1 ]
Yerrabelly, Hemasri [1 ]
Yerrabelly, Jayaprakash Rao [1 ]
Gogula, Thirupathi [1 ]
Goud, Yadaiah [1 ]
Thalari, Gangadhar [1 ]
Doda, Sai Reddy [2 ]
机构
[1] Osmania Univ, Dept Chem, Hyderabad, Telangana, India
[2] CSIR Indian Inst Chem Technol, Nat Prod Chem Div, Hyderabad, Telangana, India
关键词
C-C coupling; Grignard reaction; macrolactonisation; natural products; olefin metathesis; total synthesis; RESORCYLIC ACID LACTONES; STEREOSPECIFIC TOTAL-SYNTHESIS; 1ST TOTAL-SYNTHESIS; STRUCTURE REVISION; MONOCILLIN-I; RUGULACTONE; METABOLITES; RADICICOL;
D O I
10.1080/00397911.2018.1472282
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and concise approach to the total synthesis of Paecilomycins E (1) and F (2), Cochliomycin C (4) and 6-epi-Cochliomycin C (3) is described. The synthesis involves novel route to the synthesis of Paecilomycin E and F and further conversion to Cochliomycin C and 6-epi-Cochliomycin C. Olefin metathesis and base promoted macro lactonization being the key reactions followed by chlorination to achieve target Cochliomycin C and 6-epi-Cochliomycin C. [GRAPHICS] .
引用
收藏
页码:1867 / 1875
页数:9
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