Formal total synthesis of enigmazole A
2018
Meissner, Andreas | Kishi, Takayuki | Fujisawa, Yuka | Murai, Yuto | Takamura, Hiroyoshi | Kadota, Isao
A stereoselective formal total synthesis of enigmazole A, a marine macrolide isolated from Cinachyrella enigmatica, is described. Lewis acid mediated intramolecular allylation of an α-acetoxy ether, prepared from alcohol and carboxylic acid fragments was carried out to construct the methylene THP ring with high stereoselectivity. The late-stage macrolactonization of the corresponding seco-acid provided a known synthetic intermediate of enigmazole A.
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