Journal
ORGANIC LETTERS
Volume 17, Issue 20, Pages 4972-4975Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b02394
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Funding
- National Nature Science Foundation of China [21402120]
- Shanghai Science and Technologies Development Fund [13ZR1458700]
- CSIRT [IRT1269]
- Shanghai Municipal Education Commission [13CG48]
- Shanghai Key Laboratory of Chemical Biology Fund Project
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Dynamic kinetic resolution of phthalides through asymmetric transfer hydrogenation for the construction of 3-(2-hydroxy-2-arylethyl)isobenzofuran-1(3H)-one with 1,3-distereocenters has been developed. This procedure is carried out under a mild condition at 40 degrees C catalyzed with RuCl(S,S)-TsDPEN](mesitylene) using HCOOH/Et3N (5:2) as a hydrogen source. A variety of phthalides are smoothly transferred to provide optically pure phthalides with high yields, excellent enantioselectivities, and acceptable diastereomeric ratios.
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