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Synthesis of Optically Active α-Methylene β-Lactams through Lipase-Catalyzed Kinetic Resolution

✍ Scribed by Adam, Waldemar; Groer, Peter; Humpf, Hans-Ulrich; Saha-Möller, Chantu R.

Book ID
126274599
Publisher
American Chemical Society
Year
2000
Tongue
English
Weight
134 KB
Volume
65
Category
Article
ISSN
0022-3263

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ChemInform Abstract: Synthesis of Optica
ChemInform Abstract: Synthesis of Optically Active α-Methylene γ-Lactones Through Lipase-Catalyzed Kinetic Resolution.
✍ Waldemar Adam; Peter Groer; Chantu R. Saha-Moeller 📂 Article 📅 2000 🏛 John Wiley and Sons ⚖ 33 KB 👁 1 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v

Enzymatic preparation of optically activ
Enzymatic preparation of optically active α-methylene β-lactones by lipase-catalyzed kinetic resolution through asymmetric transesterification
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The lipase-catalyzed asymmetric transesterification of racemic ¢x-methylene 13-1actones 1 with benzyl alcohol in organic media afforded the optically active I~-lactones and the corresponding 13-hydroxy esters 2 in excellent enantiomeric excess (ee 95-99%).

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The lipase-catalyzed acetylation of a broad spectrum of configurations of the 2-hydroxy acids 1 were assigned by comparison of the gas-chromatographic data with that of racemic 2-hydroxy acids 1 to their 2-acetoxy acids 2 was shown to proceed with high enantioselectivity. Thus, the literature-known