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Selectivity Control in Lewis Acid Catalyzed Regiodivergent Tandem Cationic Cyclization/Ring Expansion Terminated by Pinacol Rearrangement

Authors

  • Lu Liu,

    1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, 3663 N. Zhongshan Road, Shanghai 200062 (P.R. China), Fax: (+86) 21-6223-5039
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  • Junliang Zhang Prof. Dr.

    1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, 3663 N. Zhongshan Road, Shanghai 200062 (P.R. China), Fax: (+86) 21-6223-5039
    2. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032 (P.R. China)
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  • We are grateful to the NSFC (20702015) for financial support. This work was also sponsored by the 973 program (2009CB825300), the Shanghai Shuguang Program (07SG27), the Shanghai Pujiang Program (07pj14039), and the Shanghai Leading Academic Discipline Project (B409).

Abstract

original image

Auf den Katalysator kommt es an: Die Titelreaktionssequenz überführte 1 in 2, wenn AgSbF6 in DCE verwendet wurde, oder in 3, wenn In(OTf)3 mit MeOH zum Einsatz kam. Die Hauptprodukte wurden jeweils in Verhältnissen bis >20:1 erhalten (siehe Schema; DCE=1,2-Dichlorethan, Tf=Trifluormethansulfonyl).

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