4.7 Article

Tandem Enzyme/Gold-Catalysis: From Racemic α-Allenic Acetates to Enantiomerically Enriched 2,5-Dihydrofurans in One Pot

期刊

ADVANCED SYNTHESIS & CATALYSIS
卷 351, 期 14-15, 页码 2305-2309

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200900434

关键词

allenes; cycloisomerization; enzyme catalysis; gold catalysis; kinetic resolution; tandem reactions

资金

  1. European Community [MEST-CT-2005-019780]

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We report the first example of a tandem kinetic resolution/cycloisomerization of racemic allenic acetates in the presence of Burkholderia cepacia lipase (PS Amano SD) and catalytic amounts of chloroauric acid (HAuCl4) which affords 2,5-dihydrofurans, as well as unreacted starting material, in one pot with high enantiomeric excess and moderate to good yield.

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