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Asymmetric Synthesis of the DEFG Rings of Solanoeclepin A
Mao Sun1,2, Wei-Dong Z Li1, Fayang G Qiu2
1Chongqing Key Laboratory of Natural Product Synthesis and Drug Research, School of Pharmaceutical Sciences , Chongqing University , 55 Daxuecheng South Road , Shapingba, 401331 Chongqing , China.
Abstract:
Starting from ( R)-seudenol, an asymmetric synthesis of the DEFG rings of solanoeclepin A has been developed. The key transformations include the substrate-controlled asymmetric Staudinger ketene cycloaddition and the intramolecular aldol reaction leading to the tricyclo[5.2.1.01,6]decane core of solanoeclepin A in 10 steps in the longest reaction sequence.
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