A New Chiral Director for the Highly Diastereoselective Borane Reductionof Steroid-20-ones |
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Authors: | György Göndös György Dombi James C. Orr |
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Affiliation: | (1) Department of Organic Chemistry, University of Szeged, H-6720 Szeged, Hungary, HU;(2) Department of Pharmaceutical Analysis, University of Szeged, H-6720 Szeged, Hungary, HU;(3) Faculty of Medicine, Memorial University of Newfoundland, St Jone’s, Canada A1B 3V6, CA |
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Abstract: | Summary. The synthesis of a new chiral boroxazolidine was achieved which was used to control the stereochemistry of the borane reduction of the 20-keto group of steroids. The otherwise hardly accessible 20α-(20S)-alcohol can thus be prepared in a yield of 91%. Received April 10, 2000. Accepted (revised) May 2, 2000 |
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Keywords: | . Asymmetric reduction Chiral boranes Steroid-20-one. |
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