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ChemInform Abstract: Efficient, Large-Scale Preparation of (R)- and (S)-1-(2,4,6- Triisopropylphenyl)ethanol, Versatile Chiral Auxiliary for Cyclopentenone, γ-Butyrolactone, and γ-Butyrolactam Synthesis.

✍ Scribed by P. DELAIR; A. M. KANAZAWA; M. B. M. DE AZEVEDO; A. E. GREENE


Publisher
John Wiley and Sons
Year
2010
Weight
31 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis


Efficient, Large-Scale Preparation of (R)-and (S)-1-(2,4,6-Triisopropylphenyl)ethanol, Versatile Chiral Auxiliary for Cyclopentenone, γ-Butyrolactone, and γ-Butyrolactam Synthesis.

-An efficient resolution for the large scale (ca. 100g batches) production of the highly pure enantiomers of alcohol (I) is achieved by crystallization of acid (II) with (S)-and (R)-a-methylbenzylamine. The pure enantiomers of (I) are useful as chiral controllers in the dichloroketene-enol ether cycloaddition reaction. -