A series of pyrrolidine derivatives with beta-amino alcohol moieties prepared from (S)-proline were found to catalyze the enantioselective addition of diethylzinc to aldehydes to yield optically active secondary alcohols with high enantioselectivities. A mechanism accounting for the configurational change with the bulkiness of chiral ligands is proposed. (C) 1999 Elsevier Science Ltd. All rights reserved.
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Shahid Beheshti Univ, Med Plants & Drugs Res Inst, Dept Phytochem, GC, Tehran 1983963113, IranShahid Beheshti Univ, Med Plants & Drugs Res Inst, Dept Phytochem, GC, Tehran 1983963113, Iran
Mohebbi, Maryam
Bararjanian, Morteza
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Shahid Beheshti Univ, Med Plants & Drugs Res Inst, Dept Phytochem, GC, Tehran 1983963113, IranShahid Beheshti Univ, Med Plants & Drugs Res Inst, Dept Phytochem, GC, Tehran 1983963113, Iran
Bararjanian, Morteza
Ebrahimi, Samad N.
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Shahid Beheshti Univ, Med Plants & Drugs Res Inst, Dept Phytochem, GC, Tehran 1983963113, IranShahid Beheshti Univ, Med Plants & Drugs Res Inst, Dept Phytochem, GC, Tehran 1983963113, Iran
Ebrahimi, Samad N.
Smiesko, Martin
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Univ Basel, Div Mol Modeling, Dept Pharmaceut Sci, Klingelbergstr 50, CH-4056 Basel, SwitzerlandShahid Beheshti Univ, Med Plants & Drugs Res Inst, Dept Phytochem, GC, Tehran 1983963113, Iran
Smiesko, Martin
Salehi, Peyman
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Shahid Beheshti Univ, Med Plants & Drugs Res Inst, Dept Phytochem, GC, Tehran 1983963113, IranShahid Beheshti Univ, Med Plants & Drugs Res Inst, Dept Phytochem, GC, Tehran 1983963113, Iran