ChemInform Abstract: Kinetic Resolution in Asymmetric anti Aldol Reactions of Branched and Straight Chain Racemic 2-Phenylsulfanyl Aldehydes: Asymmetric Synthesis of Cyclic Ethers and Lactones by Phenylsulfanyl Migration.
✍ Scribed by K. CHIBALE; S. WARREN
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 31 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0931-7597
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✦ Synopsis
1997 stereochemistry stereochemistry (general, optical resolution) O 0030 12 -031 Kinetic Resolution in Asymmetric anti Aldol Reactions of Branched and Straight Chain Racemic 2-Phenylsulfanyl Aldehydes: Asymmetric Synthesis of Cyclic Ethers and Lactones by Phenylsulfanyl Migration.
-Kinetic resolution of 2-phenylsulfanyl aldehydes (cf. (V)) is achieved via asymmetric anti aldol reaction with valine-based auxiliary (VI). Acid-catalyzed cyclization of the aldol products or therefrom derived 1,3-diols occur with phenylsulfanyl migration to furnish enantiomerically pure lactones (cf. (XI)) or cyclic ethers (cf. (X)), respectively. -(CHIBALE, K.;