ENANTIOMERICALLY PURE (R)-(+)-2-PHENYLETHANOL-2-D AND (R)-(+)-2-PHENYLETHANOL-1,1,2-D3, AND (S)-(+)-1-PHENYLETHANE-1-D, (S)-(+)-1-PHENYLETHANE-1,2,-D2,(S)-(+)-1-PHENYLETHANE-1,2,2-D3, AND (S)-(+)-1-PHENYLETHANE-1,2,2,2-D4

被引:54
作者
ELSENBAUMER, RL [1 ]
MOSHER, HS [1 ]
机构
[1] STANFORD UNIV,DEPT CHEM,STANFORD,CA 94305
关键词
D O I
10.1021/jo01318a024
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(R)-(-)-Mandelic acid has been converted by stereospecific reactions into enantiomerically pure (R)-(+)-2-phenylethanol-2-d [Formual Omitted], (R)-(+)-2-phenylethanol-1, 1, 2-d3 [formula omitted], and the four (S)-(+)-deuteriophenylethanes prepared by replacing the hydroxyl groups of these 1-phenylethanols by hydrogen or deuterium. The optical rotation of (S)-(+)-l-phenylethane-7-d (PhCHDCHa, [a]20D +0.81 ± 0.01°, neat) was only slightly different than that of (S)-(+)-l-phenylethaxie-1, 2, 2, 2-d4 [Formula Omitted], while the corresponding di- and trideuterated analogues had the same rotation within experimental limits ([o]20d +0.80 ± 0.01°, neat). © 1979, American Chemical Society. All rights reserved.
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页码:600 / 604
页数:5
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