Enantioselective Molybdenum-Catalyzed Allylic Alkylation Using Chiral Bisoxazoline Ligands

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• 作者：Frank Glorius and Andreas Pfaltz
• 刊名：Organic Letters
• 出版年：1999
• 出版时间：July 15, 1999
• 年：1999
• 卷：1
• 期：1
• 页码：141 - 144
• 全文大小：55K
• 年卷期：v.1,no.1(July 15, 1999)
• ISSN：1523-7052

文摘

A series of chiral C₂-symmetric bisoxazolines with trans-1,2-diaminocyclohexane backbones was synthesized. In view of the promising resultsobtained by Trost with analogous bispyridine ligands, we tested our new ligands in the enantioselective molybdenum-catalyzed allylic alkylationof 1- and 3-monosubstituted allylic substrates. Enantiomeric excesses of up to 98% and branched/linear ratios of up to 11:1 were obtainedwith (E)-3-(n-alkyl)allyl carbonates. (E)-3-Phenoxyallyl acetate gave a branched/linear ratio of >20:1 and an ee of 98%.

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