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Article << Previous     |     Next >>   Contents Vol 58(10)

New Camphor-Derived Selenonium Ylides: Enantioselective Synthesis of Chiral Epoxides

Xin-Liang Li A, Yi Wang A, Zhi-Zhen Huang A B

A School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China.
B Corresponding author. Email: huangzhizhen0226@163.com
 
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Abstract

Optically pure selenonium salts 3 as the precursors of two new chiral selenonium ylides 4 can be synthesized stereoselectively from natural d-camphor in good yields. It is found that the reaction of the selenonium salt 3b, an aldehyde, and potassium tert-butoxide can take place smoothly in ‘one-pot’ via the formation of selenonium ylide 4b, to give chiral trans-diaryl epoxides 5 in good yields with good diastereoselectivities and enantioselectivities.

   
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