-
4
-
-
0035965734
-
-
For an example, see
-
For an example, see: Charette, A. B.; Grenon, M.; Lemire, A.; Pourashraf, M.; Martel, J. J. Am. Chem. Soc. 2001, 123, 11829-11830.
-
(2001)
J. Am. Chem. Soc
, vol.123
, pp. 11829-11830
-
-
Charette, A.B.1
Grenon, M.2
Lemire, A.3
Pourashraf, M.4
Martel, J.5
-
5
-
-
33751160796
-
-
Chai, L. Z.; Zhao, Y. K.; Sheng, Q. J.; Liu, Z.-Q. Tetrahedron Lett. 2006, 47, 9283-9285.
-
(2006)
Tetrahedron Lett
, vol.47
, pp. 9283-9285
-
-
Chai, L.Z.1
Zhao, Y.K.2
Sheng, Q.J.3
Liu, Z.-Q.4
-
6
-
-
0028074898
-
-
For a review, see
-
For a review, see: Gaudio, A. C.; Korolkovas, A.; Takahata, Y. J. Pharm. Sci. 1994, 83, 1110-1115.
-
(1994)
J. Pharm. Sci
, vol.83
, pp. 1110-1115
-
-
Gaudio, A.C.1
Korolkovas, A.2
Takahata, Y.3
-
7
-
-
33745485017
-
-
For a review, see
-
For a review, see: Stout, D. M.; Meyers, A. I. Chem. Rev. 1982, 82, 233-243.
-
(1982)
Chem. Rev
, vol.82
, pp. 233-243
-
-
Stout, D.M.1
Meyers, A.I.2
-
8
-
-
0026333599
-
-
Comins, D. L.; Hong, H.; Salvador, J. M. J. Org. Chem. 1991, 56, 7197-7199. See also ref 3.
-
Comins, D. L.; Hong, H.; Salvador, J. M. J. Org. Chem. 1991, 56, 7197-7199. See also ref 3.
-
-
-
-
9
-
-
0000430085
-
-
For examples, see: a
-
For examples, see: (a) Sundberg, R. J.; Hamilton, G.; Trindle, C. J. Org. Chem. 1986, 51, 3672-3679.
-
(1986)
J. Org. Chem
, vol.51
, pp. 3672-3679
-
-
Sundberg, R.J.1
Hamilton, G.2
Trindle, C.3
-
10
-
-
0037201525
-
-
(b) Bennasar, M. L.; Roca, R.; Monerris, M.; Juan, C.; Bosch, J. Tetrahedron 2002, 58, 8099-8106.
-
(2002)
Tetrahedron
, vol.58
, pp. 8099-8106
-
-
Bennasar, M.L.1
Roca, R.2
Monerris, M.3
Juan, C.4
Bosch, J.5
-
11
-
-
4644272647
-
-
(a) Ichikawa, E.; Suzuki, M.; Yabu, K.; Albert, M.; Kanai, M.; Shibasaki, M. J. Am. Chem. Soc. 2004, 726, 11808-11809.
-
(2004)
J. Am. Chem. Soc
, vol.726
, pp. 11808-11809
-
-
Ichikawa, E.1
Suzuki, M.2
Yabu, K.3
Albert, M.4
Kanai, M.5
Shibasaki, M.6
-
12
-
-
33747285252
-
-
(b) Brunner, B.; Stogaitis, N.; Lautens, M. Org. Lett. 2006, 8, 3473-3476.
-
(2006)
Org. Lett
, vol.8
, pp. 3473-3476
-
-
Brunner, B.1
Stogaitis, N.2
Lautens, M.3
-
13
-
-
33744801116
-
-
Pujanauski, B. G.; Prasad, B. A. B.; Sarpong, R. J. Am. Chem. Soc. 2006, 728, 6786-6787.
-
(2006)
J. Am. Chem. Soc
, vol.728
, pp. 6786-6787
-
-
Pujanauski, B.G.1
Prasad, B.A.B.2
Sarpong, R.3
-
14
-
-
0001483960
-
-
For a discussion of pyran chemistry, see:, Katrizky, A. R, Rees, C. W, Eds, Pergamon: Oxford
-
For a discussion of pyran chemistry, see: Comprehensive Heterocyclic Chemistry; Katrizky, A. R., Rees, C. W., Eds.; Pergamon: Oxford, 1984; Vol. 3, pp 737-874.
-
(1984)
Comprehensive Heterocyclic Chemistry
, vol.3
, pp. 737-874
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-
-
16
-
-
33947607969
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-
We have recently described that other nitrogen nucleophiles (e.g, pyridinyl nitrogens) add faster to activated alkynes relative to the propargylic carboxylate. See: Smith, C. R, Bunnelle, E. M, Rhodes, A. J, Sarpong, R. Org. Lett. 2007, 9, 1169-1171
-
We have recently described that other nitrogen nucleophiles (e.g., pyridinyl nitrogens) add faster to activated alkynes relative to the propargylic carboxylate. See: Smith, C. R.; Bunnelle, E. M.; Rhodes, A. J.; Sarpong, R. Org. Lett. 2007, 9, 1169-1171.
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-
-
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17
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84891040700
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-
For a recent discussion of vinyl aziridine rearrangements, see:, Yudin, A. K, Ed, WILEY-VCH: Weinheim
-
For a recent discussion of vinyl aziridine rearrangements, see: Ohno, H. In Aziridines and Epoxides in Organic Synthesis; Yudin, A. K., Ed.; WILEY-VCH: Weinheim, 2006; pp 37-72.
-
(2006)
Aziridines and Epoxides in Organic Synthesis
, pp. 37-72
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Ohno, H.1
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18
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0035842303
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A chelation-controlled 1,2-addition initially proposed to explain the high diastereoselectivity has recently been called into question. See: (a) Righi, G.; Piertrantonio, S.; Bonini, C. Tetrahedron 2001, 57, 10039-10046.
-
A chelation-controlled 1,2-addition initially proposed to explain the high diastereoselectivity has recently been called into question. See: (a) Righi, G.; Piertrantonio, S.; Bonini, C. Tetrahedron 2001, 57, 10039-10046.
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19
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34247146900
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And: b
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And: (b) Schomaker, J. M.; Geiser, A. R.; Huang, R.; Borhan, B. J. Am. Chem. Soc. 2007, 729, 3794-3795.
-
(2007)
J. Am. Chem. Soc
, vol.729
, pp. 3794-3795
-
-
Schomaker, J.M.1
Geiser, A.R.2
Huang, R.3
Borhan, B.4
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20
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34250639637
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See Supporting Information for a detailed description for the synthesis of the substrates
-
See Supporting Information for a detailed description for the synthesis of the substrates.
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-
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21
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28844460443
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2 has been used to catalyze the Overman rearrangement of trichloroacetimidates. See: Jaunzeme, I.; Jirgensons, A. Synlett 2005, 2984-2986.
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2 has been used to catalyze the Overman rearrangement of trichloroacetimidates. See: Jaunzeme, I.; Jirgensons, A. Synlett 2005, 2984-2986.
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-
-
-
22
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1542794793
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Mente, P. G.; Heine, H. W.; Scharoubim, G. R. J. Org. Chem. 1968, 33, 4547-4548.
-
(1968)
J. Org. Chem
, vol.33
, pp. 4547-4548
-
-
Mente, P.G.1
Heine, H.W.2
Scharoubim, G.R.3
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23
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34250646395
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Mechanistically, this could proceed as illustrated below image presented
-
Mechanistically, this could proceed as illustrated below image presented.
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-
-
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24
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34250634217
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-
Crystallographic data have been deposited in the Cambridge Crystallographic Data Centre (CCDC #637309). Refinement data are provided in the Supporting Information.
-
Crystallographic data have been deposited in the Cambridge Crystallographic Data Centre (CCDC #637309). Refinement data are provided in the Supporting Information.
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-
-
-
25
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34250657166
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-
The possibility of reduced stability of W-alkyl 1,2-dihydropyridines relative to N-tosyl or N-acyl 1,2-dihydropyridines under the reaction conditions may also contribute to the lack of success of this reaction.
-
The possibility of reduced stability of W-alkyl 1,2-dihydropyridines relative to N-tosyl or N-acyl 1,2-dihydropyridines under the reaction conditions may also contribute to the lack of success of this reaction.
-
-
-
-
26
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6444238793
-
-
For a recent example, see
-
For a recent example, see: Lemire, A.; Grenon, M.; Pourashraf, M.; Charette, A. B. Org. Lett. 2004, 6, 3517-3520.
-
(2004)
Org. Lett
, vol.6
, pp. 3517-3520
-
-
Lemire, A.1
Grenon, M.2
Pourashraf, M.3
Charette, A.B.4
-
27
-
-
34250638849
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-
Enantiopure la was obtained by preparative chiral column HPLC of the racemate. For more information, see the Supporting Information.
-
Enantiopure la was obtained by preparative chiral column HPLC of the racemate. For more information, see the Supporting Information.
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