Abstract
(-)-Platensimycin, isolated from a strain of Streptomyces platensis, is an antibiotic with a novel mechanism of action. The focal step of the synthesis is an enantio- and regioselective Diels-Alder reaction, promoted by a Brønsted acid assisted chiral Lewis acid (C + D). For asymmetric Diels-Alder reactions of substituted cyclopentadienes, see: J. N. Payette, H. Yamamoto J. Am. Chem. Soc. 2007, 129, 9536.
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