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- W2014162010 abstract "Abstract We describe the first enantioselective synthesis of the odorant compound (−)‐α‐ambrinol (96% ee ) from commercial geranylacetone. The key steps are a Jacobsen’s asymmetric epoxidation and a titanium‐catalyzed stereoselective cyclization initiated by radical epoxide opening. The oxirane ring opening proceeds with retention of configuration at the epoxide chiral center, giving a secondary alcohol which can be advantageously exploited to raise the ee provided by the synthetic sequence. We also synthesized (+)‐α‐ambrinol by a closely related procedure, showing the synthetic versatility of combining titanium‐catalyzed cyclization with Jacobsen’s epoxidation reactions." @default.
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- W2014162010 date "2008-03-03" @default.
- W2014162010 modified "2023-10-18" @default.
- W2014162010 title "Titanium-Catalyzed Enantioselective Synthesis of α-Ambrinol" @default.
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- W2014162010 doi "https://doi.org/10.1002/adsc.200700511" @default.
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