An Efficient Protocol for the Preparation of Primary Alcohols Bearing a β-Chiral Center via an Oxazolidinone Auxiliary Mediated Resolution, and Application to the Synthesis of 4,4-Disubstituted Piperidine Substance P Antagonists
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Published in: | Journal of organic chemistry Vol. 65; no. 8; pp. 2615 - 2618 |
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Main Authors: | , , , , , , , |
Format: | Journal Article |
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American Chemical Society
21-04-2000
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Author | Hitzel, Laure Merchant, Kevin J Verrier, Hugh Stevenson, Graeme I MacLeod, Angus M Ladduwahetty, Tamara Lewis, Richard T Keown, Linda E |
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BackLink | https://www.ncbi.nlm.nih.gov/pubmed/10789488$$D View this record in MEDLINE/PubMed |
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Cites_doi | 10.1021/jo00031a039 10.1039/c39860001237 10.1021/ja00281a049 10.1016/0028-3908(94)00153-J 10.1021/ja00300a054 10.1016/0306-4522(91)90319-J 10.1016/S0028-3908(96)00020-2 10.1021/jo00112a064 10.1126/science.281.5383.1640 10.1111/j.1476-5381.1993.tb13632.x 10.1016/S0040-4039(00)95643-0 10.1021/jm00008a003 10.1080/00397919008052299 10.1016/0306-4522(93)90059-O |
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References | Shepheard S. L. (jo9918246b00004/jo9918246b00004_1) 1995; 34 Laird J. M. A. (jo9918246b00002/jo9918246b00002_1) 1993; 109 Penning T. D. (jo9918246b00014/jo9918246b00014_1) 1990; 20 Tattersall F. D. (jo9918246b00005/jo9918246b00005_1) 1996; 35 Stevenson G. I. (jo9918246b00007/jo9918246b00007_1) 1995; 38 Taber D. (jo9918246b00007/jo9918246b00007_2) 1995; 60 Baker R. (jo9918246b00011/jo9918246b00011_1) 1986 Salter M. W. (jo9918246b00001/jo9918246b00001_1) 1991; 43 Kramer M. S. (jo9918246b00006/jo9918246b00006_1) 1998; 281 Evans D. A. (jo9918246b00013/jo9918246b00013_1) 1987; 28 jo9918246b00008/jo9918246b00008_1 Guanti G. (jo9918246b00009/jo9918246b00009_1) 1992; 57 Evans D. A. (jo9918246b00010/jo9918246b00010_1) 1985; 107 Evans D. A. (jo9918246b00012/jo9918246b00012_1) 1986; 108 Walsh D. A. (jo9918246b00003/jo9918246b00003_1) 1993; 57 |
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SubjectTerms | Alcohols - chemical synthesis Calorimetry Diazonium Compounds - chemistry Magnetic Resonance Spectroscopy Oxazoles - chemical synthesis Piperidines - chemical synthesis Piperidines - pharmacology Stereoisomerism Substance P - antagonists & inhibitors |
Title | An Efficient Protocol for the Preparation of Primary Alcohols Bearing a β-Chiral Center via an Oxazolidinone Auxiliary Mediated Resolution, and Application to the Synthesis of 4,4-Disubstituted Piperidine Substance P Antagonists |
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