-
1
-
-
9244238796
-
-
For reviews, see: a) P. M. Pihko, Angew. Chem. 2004, 116, 2110-2113;
-
(2004)
Angew. Chem.
, vol.116
, pp. 2110-2113
-
-
Pihko, P.M.1
-
2
-
-
4544221552
-
-
Angew. Chem. Int. Ed. 2004, 43, 2062-2064;
-
(2004)
Angew. Chem. Int. Ed.
, vol.43
, pp. 2062-2064
-
-
-
4
-
-
6044269452
-
-
Angew. Chem. Int. Ed. 2004, 43, 5138-5175;
-
(2004)
Angew. Chem. Int. Ed.
, vol.43
, pp. 5138-5175
-
-
-
6
-
-
16844374787
-
-
Angew. Chem. Int. Ed. 2005, 44, 1924-1942;
-
(2005)
Angew. Chem. Int. Ed.
, vol.44
, pp. 1924-1942
-
-
-
8
-
-
33646468489
-
-
Angew. Chem. Int. Ed. 2006, 45, 1520-1543;
-
(2006)
Angew. Chem. Int. Ed.
, vol.45
, pp. 1520-1543
-
-
-
9
-
-
0000429863
-
-
e) for examples of antibody- and enzyme-catalyzed reactions, see: T. D. Machajewski, C.-H. Wong, Angew. Chem. 2000, 112, 1406-1430;
-
(2000)
Angew. Chem.
, vol.112
, pp. 1406-1430
-
-
Machajewski, T.D.1
Wong, C.-H.2
-
10
-
-
0034678591
-
-
Angew. Chem. Int. Ed. 2000, 39, 1352-1374.
-
(2000)
Angew. Chem. Int. Ed.
, vol.39
, pp. 1352-1374
-
-
-
11
-
-
0242432417
-
-
For earlier work from our research group on asymmetric reactions of carbonyl electrophiles catalyzed by hydrogen bonding, see: a) Y. Huang, A. K. Unni, A. N. Thadani, V. H. Rawal, Nature 2003, 424, 146;
-
(2003)
Nature
, vol.424
, pp. 146
-
-
Huang, Y.1
Unni, A.K.2
Thadani, A.N.3
Rawal, V.H.4
-
12
-
-
1942471019
-
-
b) A. N. Thadani, A. R. Stankovic, V. H. Rawal, Proc. Natl. Acad. Sci. USA 2004, 101, 5846-5850;
-
(2004)
Proc. Natl. Acad. Sci. USA
, vol.101
, pp. 5846-5850
-
-
Thadani, A.N.1
Stankovic, A.R.2
Rawal, V.H.3
-
13
-
-
13444265956
-
-
c) A. K. Unni, N. Takenaka, H. Yamamoto, V. H. Rawal, J. Am. Chem. Soc. 2005, 127, 1336-1337;
-
(2005)
J. Am. Chem. Soc.
, vol.127
, pp. 1336-1337
-
-
Unni, A.K.1
Takenaka, N.2
Yamamoto, H.3
Rawal, V.H.4
-
14
-
-
29444432484
-
-
d) V. B. Gondi, M. Gravel, V. H. Rawal, Org. Lett. 2005, 7, 5657-5660.
-
(2005)
Org. Lett.
, vol.7
, pp. 5657-5660
-
-
Gondi, V.B.1
Gravel, M.2
Rawal, V.H.3
-
15
-
-
0141923582
-
-
For other examples of highly enantioselective asymmetric reactions of carbonyl electrophiles catalyzed by hydrogen bonding, see: a) N. T. McDougal, S. E. Schaus, J. Am. Chem. Soc. 2003, 125, 12 094-12 095;
-
(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 12094-12095
-
-
McDougal, N.T.1
Schaus, S.E.2
-
17
-
-
26444561634
-
-
c) Y. Hoashi, T. Okino, Y. Takemoto, Angew. Chem. 2005, 117, 4100-4103;
-
(2005)
Angew. Chem.
, vol.117
, pp. 4100-4103
-
-
Hoashi, Y.1
Okino, T.2
Takemoto, Y.3
-
18
-
-
21244471124
-
-
Angew. Chem. Int. Ed. 2005, 44, 4032-4035;
-
(2005)
Angew. Chem. Int. Ed.
, vol.44
, pp. 4032-4035
-
-
-
21
-
-
9744284976
-
-
f) H. Du, D. Zhao, K. Ding, Chem. Eur. J. 2004, 10, 5964-5970.
-
(2004)
Chem. Eur. J.
, vol.10
, pp. 5964-5970
-
-
Du, H.1
Zhao, D.2
Ding, K.3
-
22
-
-
0001551510
-
-
For examples of asymmetric reactions of imines catalyzed by hydrogen bonding, see: a) M. S. Sigman, P. Vachal, E. N. Jacobsen, Angew. Chem. 2000, 112, 1336-1338;
-
(2000)
Angew. Chem.
, vol.112
, pp. 1336-1338
-
-
Sigman, M.S.1
Vachal, P.2
Jacobsen, E.N.3
-
23
-
-
0034599654
-
-
Angew. Chem. Int. Ed. 2000, 39, 1279-1281;
-
(2000)
Angew. Chem. Int. Ed.
, vol.39
, pp. 1279-1281
-
-
-
25
-
-
6044226554
-
-
c) T. Akiyama, J. Itoh, K. Yokota, K. Fuchibe, Angew. Chem. 2004, 116, 1592-1594;
-
(2004)
Angew. Chem.
, vol.116
, pp. 1592-1594
-
-
Akiyama, T.1
Itoh, J.2
Yokota, K.3
Fuchibe, K.4
-
26
-
-
2342570203
-
-
Angew. Chem. Int. Ed. 2004, 43, 1566-1568;
-
(2004)
Angew. Chem. Int. Ed.
, vol.43
, pp. 1566-1568
-
-
-
27
-
-
1642369984
-
-
d) B. M. Nugent, R. A. Yoder, J. N. Johnston, J. Am. Chem. Soc. 2004, 126, 3418-3419;
-
(2004)
J. Am. Chem. Soc.
, vol.126
, pp. 3418-3419
-
-
Nugent, B.M.1
Yoder, R.A.2
Johnston, J.N.3
-
29
-
-
26444603041
-
-
W. Zhuang, T. B. Poulsen, K. A. Jørgensen, Org. Biomol. Chem. 2005, 3, 3284-3289.
-
(2005)
Org. Biomol. Chem.
, vol.3
, pp. 3284-3289
-
-
Zhuang, W.1
Poulsen, T.B.2
Jørgensen, K.A.3
-
31
-
-
0003913629
-
-
(Ed.: J. Otera), Wiley-VCH, Weinheim
-
b) I. Paterson, C. J. Cowden, D. J. Wallace in Modern Carbonyl Chemistry (Ed.: J. Otera), Wiley-VCH, Weinheim, 2000, pp. 249-297.
-
(2000)
Modern Carbonyl Chemistry
, pp. 249-297
-
-
Paterson, I.1
Cowden, C.J.2
Wallace, D.J.3
-
33
-
-
0000699983
-
-
(Eds.: E. N. Jacobsen, A. Pfaltz, H. Yamamoto), Springer, Berlin
-
b) E. M. Carreira in Comprehensive Asymmetric Catalysis, Vol. 3 (Eds.: E. N. Jacobsen, A. Pfaltz, H. Yamamoto), Springer, Berlin, 1999, pp. 997-1065;
-
(1999)
Comprehensive Asymmetric Catalysis, Vol. 3
, vol.3
, pp. 997-1065
-
-
Carreira, E.M.1
-
34
-
-
0003913629
-
-
(Ed.: J. Otera), Wiley-VCH, Weinheim
-
c) E. M. Carreira in Modern Carbonyl Chemistry (Ed.: J. Otera), Wiley-VCH, Weinheim, 2000, pp. 227-248;
-
(2000)
Modern Carbonyl Chemistry
, pp. 227-248
-
-
Carreira, E.M.1
-
35
-
-
33645855075
-
-
(Ed.: R. Mahrwald), Wiley-VCH, Weinheim
-
d) K. Ishihara, H. Yamamoto in Modern Aldol Reactions, Vol. 2 (Ed.: R. Mahrwald), Wiley-VCH, Weinheim, 2004, pp. 25-68;
-
(2004)
Modern Aldol Reactions, Vol. 2
, vol.2
, pp. 25-68
-
-
Ishihara, K.1
Yamamoto, H.2
-
36
-
-
1642386775
-
-
e) C. Palomo, M. Oiarbide, J. M. Garcia, Chem. Soc. Rev. 2004, 33, 65-75.
-
(2004)
Chem. Soc. Rev.
, vol.33
, pp. 65-75
-
-
Palomo, C.1
Oiarbide, M.2
Garcia, J.M.3
-
37
-
-
0033935920
-
-
For examples of aldol reactions catalyzed by Lewis basic phosphoramides, see: a) S. E. Denmark, R. A. Stavenger, Acc. Chem. Res. 2000, 33, 432-440;
-
(2000)
Acc. Chem. Res.
, vol.33
, pp. 432-440
-
-
Denmark, S.E.1
Stavenger, R.A.2
-
39
-
-
33646194216
-
-
c) S. E. Denmark, J. R. Heemstra, Jr., G. L. Beutner, Angew. Chem. 2005, 117, 4760-4777;
-
(2005)
Angew. Chem.
, vol.117
, pp. 4760-4777
-
-
Denmark, S.E.1
Heemstra Jr., J.R.2
Beutner, G.L.3
-
40
-
-
23044486219
-
-
Angew. Chem. Int. Ed. 2005, 44, 4682-4698.
-
(2005)
Angew. Chem. Int. Ed.
, vol.44
, pp. 4682-4698
-
-
-
41
-
-
33749033264
-
-
see Ref. [2d]
-
For a vinylogous Mukaiyama aldol (VMA) reaction promoted by hydrogen bonding, see Ref. [2d].
-
-
-
-
43
-
-
0025938385
-
-
3BH then TBAF) to (1S,2R)-1-phenyl-2-methylpropane-1,3-diol. For preparation of the diol, see: S. G. Davies, A. A. Mortlock, Tetrahedron: Asymmetry 1991, 2, 1001-1004.
-
(1991)
Tetrahedron: Asymmetry
, vol.2
, pp. 1001-1004
-
-
Davies, S.G.1
Mortlock, A.A.2
-
44
-
-
0000854029
-
-
For examples of reduction of chiral amides to aldehydes, see: a) D. A. Evans, M. DiMare, J. Am. Chem. Soc. 1986, 108, 2476-2478;
-
(1986)
J. Am. Chem. Soc.
, vol.108
, pp. 2476-2478
-
-
Evans, D.A.1
DiMare, M.2
-
45
-
-
0023105619
-
-
b) J. C. Barrish, H. L. Lee, E. G. Baggiolini, M. R. Uskoković, J. Org. Chem. 1987, 52, 1372-1375;
-
(1987)
J. Org. Chem.
, vol.52
, pp. 1372-1375
-
-
Barrish, J.C.1
Lee, H.L.2
Baggiolini, E.G.3
Uskoković, M.R.4
-
47
-
-
0034614027
-
-
J. M. White, A. R. Tunoori, G. I. Georg, J. Am. Chem. Soc. 2000, 122, 11 995-11 996.
-
(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 11995-11996
-
-
White, J.M.1
Tunoori, A.R.2
Georg, G.I.3
-
48
-
-
0000884192
-
-
Several taddol-ketone complexes have been reported, see:a) K. Tanaka, F. Toda, Chem. Rev. 2001, 100, 1025-1074;
-
(2001)
Chem. Rev.
, vol.100
, pp. 1025-1074
-
-
Tanaka, K.1
Toda, F.2
-
49
-
-
33748988923
-
-
-1. CCDC-604557 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre under www.ccdc.cam.ac.uk/ data_request/cif.
-
-
-
-
51
-
-
0001855867
-
-
Taddol has already been established as a "privileged" ligand for metal-catalyzed asymmetric reactions. See: D. Seebach, A. K. Beck, A. Heckel, Angew. Chem. 2001, 113, 96-142;
-
(2001)
Angew. Chem.
, vol.113
, pp. 96-142
-
-
Seebach, D.1
Beck, A.K.2
Heckel, A.3
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