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This unusual behavior has recently been concluded to arise from a simultaneous increase in s-character and decrease in lithium-carbon covalency. Lambert, C.; Schleyer, P. v. R. Angew. Chem., Int. Ed. Engl. 1994, 33, 1129.
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17344367427
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1) was obtained in 78% yield with a 92:8 er
-
1) was obtained in 78% yield with a 92:8 er.
-
-
-
-
32
-
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0029057052
-
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-
34
-
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17344368508
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-
The loss of enantioenrichment and low conversion in toluene was improved by using ether as the solvent to give (R)-12 in 81% yield and 97:3 er
-
The loss of enantioenrichment and low conversion in toluene was improved by using ether as the solvent to give (R)-12 in 81% yield and 97:3 er.
-
-
-
-
35
-
-
17344363228
-
-
note
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2 proceeding through an invertive pathway.
-
-
-
-
36
-
-
0001229447
-
-
For examples of both invertive and retentive electrophilic trapping of organolithium intermediates, see: (a) Thayumanavan, S.; Lee, S.; Liu, C.; Beak, P. J. Am. Chem. Soc. 1994, 116, 9755. (b) Derwig, C.; Hoppe, D. Synthesis 1996, 149. (c) Gawley, R. E.; Zhang, Q. J. Org. Chem. 1995, 60, 5763.
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Thayumanavan, S.1
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Liu, C.3
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-
37
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0030069953
-
-
For examples of both invertive and retentive electrophilic trapping of organolithium intermediates, see: (a) Thayumanavan, S.; Lee, S.; Liu, C.; Beak, P. J. Am. Chem. Soc. 1994, 116, 9755. (b) Derwig, C.; Hoppe, D. Synthesis 1996, 149. (c) Gawley, R. E.; Zhang, Q. J. Org. Chem. 1995, 60, 5763.
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(1996)
Synthesis
, pp. 149
-
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Derwig, C.1
Hoppe, D.2
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38
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0000190380
-
-
For examples of both invertive and retentive electrophilic trapping of organolithium intermediates, see: (a) Thayumanavan, S.; Lee, S.; Liu, C.; Beak, P. J. Am. Chem. Soc. 1994, 116, 9755. (b) Derwig, C.; Hoppe, D. Synthesis 1996, 149. (c) Gawley, R. E.; Zhang, Q. J. Org. Chem. 1995, 60, 5763.
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Gawley, R.E.1
Zhang, Q.2
-
40
-
-
17344370324
-
-
For the reaction with MeOD, we suggest that complexation with (R)-2/6 and (S)-9/TMEDA occurs prior to deuterium transfer
-
For the reaction with MeOD, we suggest that complexation with (R)-2/6 and (S)-9/TMEDA occurs prior to deuterium transfer.
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