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(a) Q. Cai, C. Zheng, S.-L. You, Angew. Chem. 2010, 122, 8848; Angew. Chem. Int. Ed. 2010, 49, 8666. For a cross-metathesis/intramolecular Friedel–Crafts alkylation sequence, see:
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(2010)
Angew. Chem.
, vol.122
, pp. 8848
-
-
Cai, Q.1
Zheng, C.2
You, S.-L.3
-
77
-
-
77149175767
-
-
Angew. Chem. Int. Ed, 2009,, 48, 7428
-
(b) Q. Cai, Z. A. Zhao, S.-L. You, Angew. Chem. 2009, 121, 7564; Angew. Chem. Int. Ed. 2009, 48, 7428.
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(2009)
Angew. Chem.
, vol.121
, pp. 7564
-
-
Cai, Q.1
Zhao, Z.A.2
You, S.-L.3
-
79
-
-
0003942864
-
-
A-values taken from, Wiley, p
-
A-values taken from: E. L. Eliel, S. H. Wilen, Stereochemistry of Organic Compounds, Wiley, 1993, p. 696.
-
(1993)
Stereochemistry of Organic Compounds
, pp. 696
-
-
Eliel, E.L.1
Wilen, S.H.2
-
80
-
-
84981707257
-
-
–ΔG values are used in order to obtain positive numbers
-
–ΔG values are used in order to obtain positive numbers.
-
-
-
-
81
-
-
84981714122
-
-
Estimated based on the small increase of the A-value from methyl (1.74 kcal mol,) to ethyl (1.79 kcal mol
-
−1).
-
-
-
-
82
-
-
84981714568
-
-
No A-value for TIPS has been found in the literature. However, the relative deprotection rates towards catalyzed solvolysis (expressed as 1/k,) for TMSvs. TIPS (700,000) protected alcohols gives a rough idea of the much higher steric hinderance of the latter silyl group. See, Protecting Groups, Thieme,, p
-
rel) for TMS (1) vs. TIPS (700,000) protected alcohols gives a rough idea of the much higher steric hinderance of the latter silyl group. See: P. J. Kocienski, Protecting Groups, Thieme, 1994, p. 189.
-
(1994)
, Issue.1
, pp. 189
-
-
Kocienski, P.J.1
-
84
-
-
84981728902
-
-
O hydrogen bond interactions of this type have been shown to play a crucial role in many asymmetric reactions
-
Formyl CH•••O hydrogen bond interactions of this type have been shown to play a crucial role in many asymmetric reactions:
-
-
-
Formyl, C.H.1
-
87
-
-
84937151857
-
-
(c) M. N. Grayson, M. J. Krische, K. N. Houk, J. Am. Chem. Soc. 2015, 137, 8838.
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(2015)
J. Am. Chem. Soc.
, vol.137
, pp. 8838
-
-
Grayson, M.N.1
Krische, M.J.2
Houk, K.N.3
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89
-
-
48549103787
-
-
G. Dutheuil, N. Selander, K. J. Szabó, V. K. Aggarwal, Synthesis 2008, 2293.
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(2008)
Synthesis
, pp. 2293
-
-
Dutheuil, G.1
Selander, N.2
Szabó, K.J.3
Aggarwal, V.K.4
-
90
-
-
84981748540
-
-
For seminal publications on chiral Brønsted acid catalysis, see
-
For seminal publications on chiral Brønsted acid catalysis, see:
-
-
-
-
91
-
-
2342570203
-
-
(a) T. Akiyama, J. Itoh, K. Yokota, K. Fuchibe, Angew. Chem. Int. Ed. 2004, 43, 1566;
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(2004)
Angew. Chem. Int. Ed.
, vol.43
, pp. 1566
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Akiyama, T.1
Itoh, J.2
Yokota, K.3
Fuchibe, K.4
-
93
-
-
84981713577
-
-
For recent reviews on chiral Brønsted acid catalysis, see
-
For recent reviews on chiral Brønsted acid catalysis, see:
-
-
-
-
95
-
-
84908249055
-
-
(b) D. Parmar, E. Sugiono, S. Raja, M. Rueping, Chem. Rev. 2014, 114, 9047.
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(2014)
Chem. Rev.
, vol.114
, pp. 9047
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Parmar, D.1
Sugiono, E.2
Raja, S.3
Rueping, M.4
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96
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37349115969
-
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(a) M. Sawicki, A. Kwok, M. Tredwell, V. Gouverneur, Beilstein J. Org. Chem. 2007, 3, 34;
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(2007)
Beilstein J. Org. Chem.
, vol.3
, pp. 34
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Sawicki, M.1
Kwok, A.2
Tredwell, M.3
Gouverneur, V.4
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97
-
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26444435674
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(b) M. Tredwell, K. Tenza, M. C. Pacheco; V. Gouverneur, Org. Lett. 2005, 7, 4495;
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(2005)
Org. Lett.
, vol.7
, pp. 4495
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Tredwell, M.1
Tenza, K.2
Pacheco, M.C.3
Gouverneur, V.4
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98
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0042768503
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(c) B. Greedy, J.-M. Paris, T. Vidal, V. Gouverneur, Angew. Chem. Int. Ed. 2003, 42, 3291;
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(2003)
Angew. Chem. Int. Ed.
, vol.42
, pp. 3291
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Greedy, B.1
Paris, J.-M.2
Vidal, T.3
Gouverneur, V.4
-
100
-
-
84873979724
-
-
Recently, the reverse reaction sequence (electrophilic allylic fluorination/allylboration) using isomeric γ-silylvinylboronates has been described
-
Recently, the reverse reaction sequence (electrophilic allylic fluorination/allylboration) using isomeric γ-silylvinylboronates has been described: A. Mace, F. Tripoteau, Q. Zhao, E. Gayon, E. Vrancken, J.-M. Campagne, B. Carboni, Org. Lett. 2013, 15, 906.
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(2013)
Org. Lett.
, vol.15
, pp. 906
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Mace, A.1
Tripoteau, F.2
Zhao, Q.3
Gayon, E.4
Vrancken, E.5
Campagne, J.-M.6
Carboni, B.7
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