First asymmetric synthesis of both enantiomers of andirolactone |
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| Authors: | Yi Li Yu-Lin Li |
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| Institution: | a State Key Laboratory of Applied Organic Chemistry and Institute of Organic Chemistry, Lanzhou University, Lanzhou 730000, China
b Minsheng Group Shaoxing Pharmaceutical Co. Ltd., Shaoxing 312071, China |
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| Abstract: | We have achieved the first asymmetric synthesis of (+)- and (−)-andirolactone. The key steps were separation of limonene oxide diastereomers, asymmetric oxidation induced by the chiral intermediate and ring-closing metathesis in the presence of catalytic amounts of Lewis acid to form the spirocyclic butenolides. |
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| Keywords: | Ring-closing metathesis Andirolactone Spirocyclic butenolide Asymmetric synthesis Natural product |
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