4 years ago

Stereoselective Total Synthesis of Carolacton

Stereoselective Total Synthesis of Carolacton
Rajib Kumar Goswami, Tapan Kumar Kuilya
A short and convergent strategy for the stereoselective total synthesis of biologically active natural product carolacton has been accomplished. Our synthesis highlights the Urpi acetal aldol, Crimmins aldol, Ireland–Claisen rearrangement, TiCl4-assisted aldol followed by β-hydroxy elimination to construct C7–C8 olefin, and ring-closing metathesis as the key steps for achieving the target molecule with an overall yield of 18.8%.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b00903

DOI: 10.1021/acs.orglett.7b00903

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