Stereoselective total synthesis of paecilomycin E and F and its two congeners Cochliomycin C and 6-epi-Cochliomycin C. Issue 14 (18th July 2018)

• Record Type: Journal Article
• Authors: Kadari, Sudhakar; Yerrabelly, Hemasri; Yerrabelly, Jayaprakash Rao; Gogula, Thirupathi; Goud, Yadaiah; Thalari, Gangadhar; Doda, Sai Reddy
• Is Part Of: Synthetic communications. Volume 48:Issue 14(2018)
• Page Start: 1867
• Page End: 1875
• Publication Date: 2018-07-18
• Subjects: C–C coupling -- Grignard reaction -- macrolactonisation -- natural products -- olefin metathesis -- total synthesis; Organic compounds -- Synthesis -- Periodicals; Chemistry, Organic; Synthesis; 547.205
• DOI: 10.1080/00397911.2018.1472282
• Languages: English
• ISSNs: 0039-7911

Abstract

Abstract: 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. Graphical Abstract: