i. Br. (FRG) Summary: The asymmetric synthesis of the cyclopentanoid building blocks 5 and ent-5 from the easily accessible meso-diacetates 4 and meso-diols 7, resnectivelv bv crude PPL and a carboxvl esterase from crude PPL is described. Enzymatic-esterfication of 8 by crud; PPL gave the cyclohexan
Chiral cyclopentanoid building blocks by asymmetric enzymatic hydrolysis
โ Scribed by P. Washausen; H. Grebe; K. Kieslich; E. Winterfeldt
- Publisher
- Elsevier Science
- Year
- 1989
- Tongue
- French
- Weight
- 116 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
AS chiral building block for the synthesis of natural cyclopentanoid substances, an optically pure and stable ketal of 4-hydroxycyclopent-2-en-I-one was prepared by enantioselective enzymatic hydrolysis of the corresponding racemic acetate.
(1982) 480.
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The new C2-symmetrical ferrocenyl amines 2 and 3 are easily prepared starting from the ketones 4. Their utility is demonstrated for enantioselective deprotonation reactions and highly diastereoselective alkylations of the amides 7.
The enzymatic hydrolysis of the prochiral title compounds in presence of porcine liver esterase (PLE) and lipase from porcine pancreas (PPL) was studied, resulting in the preparation of the chiral monoacetates 12 -r with high (72-998e.e.