Boron enolates of a hydantoin chiral auxiliary derived from l-phenylalanine: a versatile tool for asymmetric aldol reactions |
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| Authors: | Ji-Shu Zhang Cui-Fen Lu Zu-Xing Chen Yan Li Gui-Chun Yang |
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| Institution: | Ministry-of-Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules & School of Chemistry and Chemical Engineering, Hubei University, Wuhan 430062, China |
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| Abstract: | The aldol reactions of boron enolates derived from a hydantoin chiral auxiliary derived from l-phenylalanine occur in good yields with high syn diastereoselectivity. Aldol adduct 4a is readily cleaved by hydrolysis to afford (2S,3S)-3-hydroxy-2-methyl-3-phenylpropionic acid 5a in good yield and in almost enantiomerically pure form. |
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