Chem. J. Chinese Universities ›› 1998, Vol. 19 ›› Issue (S1): 21.
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Teck-Peng Loh
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Abstract: During the course of our synthetic studies of a natural product, an indium-mediated allylation reaction in aqueous media has been developed as the key step for the assembly of the advanced intermediate 2 (Scheme 1) in our strategy. The reaction proceeds with very high diastereoselectivity (>99% de), a result rare for acyclic molecules in the absence of obvious steric interaction or intramolecular chelation.1 The interlocking physical, chemical and computational studies undertaken supported a π-stacking effect between the phenyl ring with the ketone.
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Teck-Peng Loh. Attractive π-Interaction as an Efficient Control Element for Acyclic Stereocontrol[J]. Chem. J. Chinese Universities, 1998, 19(S1): 21.
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http://www.cjcu.jlu.edu.cn/EN/Y1998/V19/IS1/21