Stereochemistry of oxidative addition of benzyl-.alpha.-d chloride to tetrakis(triphenylphosphine)palladium(0). Direct evidence for configurational inversion at carbon via a nonradical mechanism
Stereochemistry of oxidative addition of benzyl-.alpha.-d chloride to tetrakis(triphenylphosphine)palladium(0). Direct evidence for configurational inversion at carbon via a nonradical mechanism
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苄基-α-d氯化物与四(三苯基膦)钯(0)的氧化加成的立体化学。
DOI：
10.1021/ja00825a055
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发表时间：
1974
影响因子：
15
通讯作者：
J. Stille
中科院分区：
文献类型：
--
作者：
P. Wong;K. Lau;J. Stille
(13)EG米勒，D. R.雷纳，。T.托马斯和K. Mislow，J. Amer. Chem. Soc.，90，4861（1968）。(14)如果假定手性对甲苯磺酸苄酯与氯离子反应生成手性α-氯苄酯的反应与对甲苯磺酸苄酯的乙醇解反应一样，在碳原子上发生完全的构型反转，则计算的光学纯度为99= fc 6%，归属于（S）-（+）-5。15
(13) EG Miller, D. R. Rayner,. T. Thomas, and K. Mislow, J. Amer. Chem. Soc., 90, 4861 (1968).(14) A calculatedoptical purity of 99= fc 6% can be assigned to (S)-(+)-5 if the reactionof chiral benzyl-ad tosylate with chloride ion to afford chiral benzyl-a-cf chloride is assumed to take place with com-plete inversion of configuration at carbon as the ethanolysis of benzyl-ad tosylate does. 15