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0001378955
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The preparation of epoxide 19 utilized (R)-epichlorohydrin (97% ee, Aldrich) by adapting the earlier reports of Seebach, co-workers
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The preparation of epoxide 19 utilized (R)-epichlorohydrin (97% ee, Aldrich) by adapting the earlier reports of Seebach, co-workers. Seebach, D.; Willert, I.; Beck, A. K.; Gröbel, B.-T. Helv. Chim. Acta 1978, 61, 2510.
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(4R,5R)-2-Bromo-1,3-bis[(4-methylphenyl)sulfonyl]-4,5-diphenyl-1,3, 2-diazaborolidine
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For information regarding the preparation of 21: Posted October 15
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For information regarding the preparation of 21: Williams, D. R.; Kammler, D. C.; (4R,5R)-2-Bromo-1,3-bis[(4-methylphenyl)sulfonyl]-4,5-diphenyl- 1,3,2-diazaborolidine. e-EROS Encyclopedia of Reagents for Organic Synthesis [Online]; John Wiley & Sons, Ltd., Posted October 15, 2002. http://onlinelibrary.wiley.com/o/eros/articles/rn00115/frame.html.
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0000569383
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The chiral oxirane building block 34 was conveniently produced via the known reduction of d-malic acid (i). See
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The chiral oxirane building block 34 was conveniently produced via the known reduction of d-malic acid (i). See: Hanessian, S.; Ugolini, A.; Dube, D.; Glamyan, A. Can. J. Chem. 1984, 62, 2146;
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41
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35448975836
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Selective conversion of (R)-1,2,4-butanetriol to the primary tert-butyldimethylsilyl ether ii utilized the published dibutylstannanediyl acetal method. See: Monotosylation and treatment with NaH provided 34 in excellent overall yield. (Chemical Equation Presented)
-
Selective conversion of (R)-1,2,4-butanetriol to the primary tert-butyldimethylsilyl ether ii utilized the published dibutylstannanediyl acetal method. See: Leigh, D.; Martin, R. P.; Smart, J. P.; Truscello, A. M. J. Chem. Soc., Chem. Commun. 1994, 1373 Monotosylation and treatment with NaH provided 34 in excellent overall yield. (Chemical Equation Presented)
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44
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74949107477
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For a review of SE′ reactions of allylic stannanes with achiral and nonracemic aldehydes: Davies, A. G., Gielen, M., Pannell, K. H., Tiekink, E. R. T., Eds.; Wiley: Chichester, England
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E′ substitution for organostannanes in organic synthesis In Tin Chemistry - Fundamentals, Frontiers and Applications; Davies, A. G., Gielen, M., Pannell, K. H., Tiekink, E. R. T., Eds.; Wiley: Chichester, England, 2008; pp 515e560.
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Williams, D.R.1
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15844376790
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46
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2342530383
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The model studies of Table 1 have previously been published as part of an extensive investigation of this SE′ methodology
-
The model studies of Table 1 have previously been published as part of an extensive investigation of this SE′ methodology: Williams, D. R.; Meyer, K. G.; Shamim, K.; Patnaik, S. Can. J. Chem. 2004, 82, 120.
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