-
1
-
-
0343778881
-
-
For a review of the chemistry of α-chiral allylic silanes, see: a) C. E. Masse, J. S. Panek, Chem. Rev. 1995, 95, 1293-1316; for a general review of allylic silane chemistry, see
-
(1995)
Chem. Rev.
, vol.95
, pp. 1293-1316
-
-
Masse, C.E.1
Panek, J.S.2
-
3
-
-
36148950701
-
-
For a few recent examples, see: a) Q. Su, J. S. Panek, Angew. Chem. 2005, 117, 1249-1251;
-
(2005)
Angew. Chem.
, vol.117
, pp. 1249-1251
-
-
Su, Q.1
Panek, J.S.2
-
4
-
-
15444366213
-
-
Angew. Chem. Int. Ed. 2005, 44, 1223 -1225.
-
(2005)
Angew. Chem. Int. Ed.
, vol.44
, pp. 1223-1225
-
-
-
6
-
-
78651400965
-
-
Angew. Chem. Int. Ed. 2010, 49, 6673 -6675
-
A. Robinson, V. K. Aggarwal, Angew. Chem. 2010, 122, 6823-6825; Angew. Chem. Int. Ed. 2010, 49, 6673 -6675.
-
(2010)
Angew. Chem.
, vol.122
, pp. 6823-6825
-
-
Robinson, A.1
Aggarwal, V.K.2
-
9
-
-
84984158283
-
-
M. T. Reetz, R. Steinbach, J. Westermann, R. Peter, B. Wenderoth, Chem. Ber. 1985, 118, 1441-1454 (anti)
-
(1985)
Chem. Ber.
, vol.118
, pp. 1441-1454
-
-
Reetz, M.T.1
Steinbach, R.2
Westermann, J.3
Peter, R.4
Wenderoth, B.5
-
10
-
-
0001359587
-
-
A. Hafner, R. O. Duthaler, R. Marti, G. Rihs, P. Rothe-Streit, F. Schwarzenbach, J. Am. Chem. Soc. 1992, 114, 2321-2336 (anti); for zinc as metal, see
-
(1992)
J. Am. Chem. Soc.
, vol.114
, pp. 2321-2336
-
-
Hafner, A.1
Duthaler, R.O.2
Marti, R.3
Rihs, G.4
Rothe-Streit, P.5
Schwarzenbach, F.6
-
11
-
-
0001170148
-
-
K. Tamao, E. Nakajo, Y. Ito, J. Org. Chem. 1987, 52, 957-958 (anti).
-
(1987)
J. Org. Chem.
, vol.52
, pp. 957-958
-
-
Tamao, K.1
Nakajo, E.2
Ito, Y.3
-
14
-
-
0025687659
-
-
W. R. Roush, P. T. Grover, X. Lin, Tetrahedron Lett. 1990, 31, 7563-7566 (anti)
-
(1990)
Tetrahedron Lett.
, vol.31
, pp. 7563-7566
-
-
Roush, W.R.1
Grover, P.T.2
Lin, X.3
-
18
-
-
0034598049
-
-
W. R. Roush, A. N. Pinchuk, G. C. Micalizio, Tetrahedron Lett. 2000, 41, 9413-9417 (anti)
-
(2000)
Tetrahedron Lett.
, vol.41
, pp. 9413-9417
-
-
Roush, W.R.1
Pinchuk, A.N.2
Micalizio, G.C.3
-
19
-
-
25444519759
-
-
J. M. Tinsley, E. Mertz, P. Y. Chong, R.-A. F. Rarig, W. R. Roush, Org. Lett. 2005, 7, 4245-4248 (syn)
-
(2005)
Org. Lett.
, vol.7
, pp. 4245-4248
-
-
Tinsley, J.M.1
Mertz, E.2
Chong, P.Y.3
Rarig, R.-A.F.4
Roush, W.R.5
-
22
-
-
79954587534
-
-
M. Binanzer, G. Y. Fang, V. K. Aggarwal, Angew. Chem. 2010, 122, 4360-4364;
-
(2010)
Angew. Chem.
, vol.122
, pp. 4360-4364
-
-
Binanzer, M.1
Fang, G.Y.2
Aggarwal, V.K.3
-
23
-
-
77953516846
-
-
Angew. Chem. Int. Ed. 2010, 49, 4264-4268 (anti).
-
(2010)
Angew. Chem. Int. Ed.
, vol.49
, pp. 4264-4268
-
-
-
24
-
-
77954263506
-
-
references cited therein
-
S. B. Han, X. Gao, M. J. Krische, J. Am. Chem. Soc. 2010, 132, 9153-9156, and references cited therein.
-
(2010)
J. Am. Chem. Soc.
, vol.132
, pp. 9153-9156
-
-
Han, S.B.1
Gao, X.2
Krische, M.J.3
-
26
-
-
0000095354
-
-
J. S. Panek, R. Beresis, F. Xu, M. Yang, J. Org. Chem. 1991, 56, 7341-7344 (syn and anti)
-
(1991)
J. Org. Chem.
, vol.56
, pp. 7341-7344
-
-
Panek, J.S.1
Beresis, R.2
Xu, F.3
Yang, M.4
-
29
-
-
64249117392
-
-
I. E. Wrona, J. T. Lowe, T. J. Turbyville, T. R. Johnson, J. Beignet, J. A. Beutler, J. S. Panek, J. Org. Chem. 2009, 74, 1897-1916 (syn and anti); for another method using α-silylated epoxides, see
-
(2009)
J. Org. Chem.
, vol.74
, pp. 1897-1916
-
-
Wrona, I.E.1
Lowe, J.T.2
Turbyville, T.J.3
Johnson, T.R.4
Beignet, J.5
Beutler, J.A.6
Panek, J.S.7
-
30
-
-
0029892174
-
-
F. Le Bideau, F. Gilloir, Y. Nilsson, C. Aubert, M. Malacria, Tetrahedron 1996, 52, 7487-7510 (anti).
-
(1996)
Tetrahedron
, vol.52
, pp. 7487-7510
-
-
Le Bideau, F.1
Gilloir, F.2
Nilsson, Y.3
Aubert, C.4
Malacria, M.5
-
31
-
-
77951814968
-
-
For carbenoid Si-H bond insertion followed by reduction, see
-
For carbenoid Si-H bond insertion followed by reduction, see:, J. Wu, Y. Chen, J. S. Panek, Org. Lett. 2010, 12, 2112-2115.
-
(2010)
Org. Lett.
, vol.12
, pp. 2112-2115
-
-
Wu, J.1
Chen, Y.2
Panek, J.S.3
-
32
-
-
75149122401
-
-
for related work on propargylic substitution, see
-
D. J. Vyas, M. Oestreich, Chem. Commun. 2010, 46, 568-570; for related work on propargylic substitution, see
-
(2010)
Chem. Commun.
, vol.46
, pp. 568-570
-
-
Vyas, D.J.1
Oestreich, M.2
-
35
-
-
79954603330
-
-
Angew. Chem. Int. Ed. 2010, 49, 8513 -8515
-
D. J. Vyas, M. Oestreich, Angew. Chem. 2010, 122, 8692-8694; Angew. Chem. Int. Ed. 2010, 49, 8513 -8515.
-
(2010)
Angew. Chem.
, vol.122
, pp. 8692-8694
-
-
Vyas, D.J.1
Oestreich, M.2
-
36
-
-
84880949130
-
-
2013, Angew. Chem. Int. Ed. 52, 4650 -4653; for related work on propargylic substitution, see
-
L. B. Delvos, D. J. Vyas, M. Oestreich, Angew. Chem. 2013, 125, 4748-4751; Angew. Chem. Int. Ed. 2013, 52, 4650 -4653; for related work on propargylic substitution, see
-
(2013)
Angew. Chem.
, vol.125
, pp. 4748-4751
-
-
Delvos, L.B.1
Vyas, D.J.2
Oestreich, M.3
-
37
-
-
72849150705
-
-
H. Ohmiya, H. Ito, M. Sawamura, Org. Lett. 2009, 11, 5618-5620 [rhodium(I) catalysis]
-
(2009)
Org. Lett.
, vol.11
, pp. 5618-5620
-
-
Ohmiya, H.1
Ito, H.2
Sawamura, M.3
-
38
-
-
80051694073
-
-
D. J. Vyas, C. K. Hazra, M. Oestreich, Org. Lett. 2011, 13, 4462-4465 [copper(I) catalysis].
-
(2011)
Org. Lett.
, vol.13
, pp. 4462-4465
-
-
Vyas, D.J.1
Hazra, C.K.2
Oestreich, M.3
-
39
-
-
0034295260
-
-
M. Suginome, T. Matsuda, Y. Ito, Organometallics 2000, 19, 4647-4649.
-
(2000)
Organometallics
, vol.19
, pp. 4647-4649
-
-
Suginome, M.1
Matsuda, T.2
Ito, Y.3
-
40
-
-
84872247258
-
-
M. Oestreich, E. Hartmann, M. Mewald, Chem. Rev. 2013, 113, 402-441; for a summary of Si-B chemistry involving transmetalation, see
-
(2013)
Chem. Rev.
, vol.113
, pp. 402-441
-
-
Oestreich, M.1
Hartmann, E.2
Mewald, M.3
-
41
-
-
81755161187
-
-
for a summary of Si-B chemistry involving oxidative addition, see
-
E. Hartmann, M. Oestreich, Chim. Oggi 2011, 29, 34-36; for a summary of Si-B chemistry involving oxidative addition, see
-
(2011)
Chim. Oggi
, vol.29
, pp. 34-36
-
-
Hartmann, E.1
Oestreich, M.2
-
43
-
-
0000592991
-
-
E. Nakamura, K. Sekiya, M. Arai, S. Aoki, J. Am. Chem. Soc. 1989, 111, 3091-3093.
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 3091-3093
-
-
Nakamura, E.1
Sekiya, K.2
Arai, M.3
Aoki, S.4
-
44
-
-
0001692317
-
-
related copper(I)-catalyzed allylic substitutions with acetate as the leaving group were investigated later, see
-
M. Arai, T. Kawasuji, E. Nakamura, J. Org. Chem. 1993, 58, 5121-5129; related copper(I)-catalyzed allylic substitutions with acetate as the leaving group were investigated later, see
-
(1993)
J. Org. Chem.
, vol.58
, pp. 5121-5129
-
-
Arai, M.1
Kawasuji, T.2
Nakamura, E.3
-
46
-
-
79955622285
-
-
Feringa and co-workers recently reported a related catalyst-controlled allylic substitution of an acetonide-protected δ,Ïμ-dihydroxy linear allylic bromide. Interestingly, the same catalyst system applied to protected δ-hydroxy allylic bromides yielded α-selectivity with Bz and Bn and showed no conversion with MOM and TBDPS as protecting groups
-
Feringa and co-workers recently reported a related catalyst-controlled allylic substitution of an acetonide-protected δ,Ïμ-dihydroxy linear allylic bromide. Interestingly, the same catalyst system applied to protected δ-hydroxy allylic bromides yielded α-selectivity with Bz and Bn and showed no conversion with MOM and TBDPS as protecting groups:, M. Fañanás-Mastral, B. ter Horst, A. J. Minnaard, B. L. Feringa, Chem. Commun. 2011, 47, 5843-5845.
-
(2011)
Chem. Commun.
, vol.47
, pp. 5843-5845
-
-
Fañanás-Mastral, M.1
Ter Horst, B.2
Minnaard, A.J.3
Feringa, B.L.4
-
47
-
-
78349288493
-
-
N′ allylic substitution, see
-
N′ allylic substitution, see:, T. Spangenberg, A. Schoenfelder, B. Breit, A. Mann, Eur. J. Org. Chem. 2010, 6005-6018.
-
(2010)
Eur. J. Org. Chem.
, pp. 6005-6018
-
-
Spangenberg, T.1
Schoenfelder, A.2
Breit, B.3
Mann, A.4
-
48
-
-
0035528503
-
-
A. Kawachi, T. Minamimoto, K. Tamao, Chem. Lett. 2001, 30, 1216-1217.
-
(2001)
Chem. Lett.
, vol.30
, pp. 1216-1217
-
-
Kawachi, A.1
Minamimoto, T.2
Tamao, K.3
-
49
-
-
84864074129
-
-
H. Ito, Y. Horita, E. Yamamoto, Chem. Commun. 2012, 48, 8006-8008.
-
(2012)
Chem. Commun.
, vol.48
, pp. 8006-8008
-
-
Ito, H.1
Horita, Y.2
Yamamoto, E.3
-
51
-
-
3343010406
-
-
J.-M. Adam, L. de Fays, L. Laguerre, L. Ghosez, Tetrahedron 2004, 60, 7325-7344.
-
(2004)
Tetrahedron
, vol.60
, pp. 7325-7344
-
-
Adam, J.-M.1
De Fays, L.2
Laguerre, L.3
Ghosez, L.4
-
52
-
-
25444504067
-
-
E. Mertz, J. M. Tinsley, W. R. Roush, J. Org. Chem. 2005, 70, 8035-8046.
-
(2005)
J. Org. Chem.
, vol.70
, pp. 8035-8046
-
-
Mertz, E.1
Tinsley, J.M.2
Roush, W.R.3
-
54
-
-
0001213599
-
-
For a review, see
-
For a review, see:, A. Mengel, O. Reiser, Chem. Rev. 1999, 99, 1191-1223.
-
(1999)
Chem. Rev.
, vol.99
, pp. 1191-1223
-
-
Mengel, A.1
Reiser, O.2
-
55
-
-
84880963851
-
-
Agilent CrysAlis PRO, 2012, Agilent Technologies, Yarnton, UK
-
Agilent CrysAlis PRO, 2012, Agilent Technologies, Yarnton, UK.
-
-
-
|