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2 (1:2), 24 °C, 1.5 h, ∼100%]. The synthesis of (2R,3S)-2-vinyltetrahydropyran-3-ol, see:. Nicolaou K.C., Hwang C.K., Marron B.E., DeFrees S.A., Couladouros E.A., Abe Y., Carrol P.J., and Snyder J.P. J. Am. Chem. Soc. 112 (1990) 3040-3054
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40
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58849154373
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note
-
2NH and a commercially available ether solution of MeLi containing LiBr (Kanto Chemical Co. Ltd).
-
-
-
-
41
-
-
58849167121
-
-
note
-
3 N containing eluent.
-
-
-
-
42
-
-
58849153920
-
-
note
-
An excess amount of KHMDS was required to obtain reproducible yields of the products. When 18 was treated with LDA, the terminal vinylic proton adjacent to the carbamoyloxy group was selectively deprotonated and substituted by a TMS group. LHMDS was unreactive to 18.
-
-
-
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46
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33748525234
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Movassaghi M., Piizzi G., Siegel D.S., and Piersanti G. Angew. Chem., Int. Ed. 45 (2006) 5859
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49
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58849122086
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-
note
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+]: 417.2515, found: 417.2502.
-
-
-
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50
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4143062538
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Hoye T.R., Jeffrey C.S., Tennakoon M.A., Wang J., and Zhao H. J. Am. Chem. Soc. 126 (2004) 10210
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