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J Trost, B. M. J. Org. Chem. 2004, 69, 5813-5837 and references therein.
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0000075951
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37049101121
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Mukherjee, D.5
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19
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4544328336
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(m) Anciaux, A. J.; Hubert, A. J.; Noels, A. F.; Petiniot, N.; Teyssié, P. J. Org. Chem. 1980, 45, 695-702.
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Anciaux, A.J.1
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Noels, A.F.3
Petiniot, N.4
Teyssié, P.5
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20
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33846235224
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Using 3b in DME, no trapping was observed at room temperature, and at 40 ° C, the malonate adducts 4b and 5a (61:39) were isolated in 6% yield
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Using 3b in DME, no trapping was observed at room temperature, and at 40 ° C, the malonate adducts 4b and 5a (61:39) were isolated in 6% yield.
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21
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33846229765
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From 3e, 6b was formed in 53% yield after 14 h
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From 3e, 6b was formed in 53% yield after 14 h.
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22
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33846256772
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2 was inefficient, leading solely to dimerization as determined by GCMS.
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2 was inefficient, leading solely to dimerization as determined by GCMS.
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23
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33846243012
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No dimerization or cyclopropanation took place in the absence of a palladium catalyst. Starting material was quantitatively recovered
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No dimerization or cyclopropanation took place in the absence of a palladium catalyst. Starting material was quantitatively recovered.
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24
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33846236042
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No cyclopropanation was observed under Trost's conditions.
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No cyclopropanation was observed under Trost's conditions.
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25
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33846190318
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Determined by NOE experiments see the Supporting Information
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Determined by NOE experiments (see the Supporting Information).
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26
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33846256337
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Slow addition of the substrate did not improve the yields
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Slow addition of the substrate did not improve the yields.
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27
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33646446776
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Recent vinylcyclopropanation methods: (a) Tseng, N.-W.; Mancuso, J.; Lautens, M. J. Am. Chem. Soc. 2006, 128, 5338-5339.
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Recent vinylcyclopropanation methods: (a) Tseng, N.-W.; Mancuso, J.; Lautens, M. J. Am. Chem. Soc. 2006, 128, 5338-5339.
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29
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33644660502
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(c) Miura, T.; Sasaki, T.; Harumashi, T.; Murakami, M. J, Am. Chem. Soc. 2006, 128, 2516-2517.
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(2006)
J, Am. Chem. Soc
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, pp. 2516-2517
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Miura, T.1
Sasaki, T.2
Harumashi, T.3
Murakami, M.4
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31
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29844455305
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(e) Johansson, M. J.; Gorin, D. J.; Staben, S. T.; Toste, F. D. J. Am. Chem. Soc. 2005, 127, 18002-18003.
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(2005)
J. Am. Chem. Soc
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, pp. 18002-18003
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Johansson, M.J.1
Gorin, D.J.2
Staben, S.T.3
Toste, F.D.4
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32
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33846262220
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Repeated chromatography was required to separate the starting alkene from the [2+1] cycloadduct, thus limiting the isolated yield of pure product
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Repeated chromatography was required to separate the starting alkene from the [2+1] cycloadduct, thus limiting the isolated yield of pure product.
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33
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33746369797
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[l,3]-Ru-carbene shift: (a) Ohe, K.; Fujita, M.; Matsumoto, H.; Tai, Y.; Miki, K. J. Am. Chem. Soc. 2006, 128, 9270-9271.
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[l,3]-Ru-carbene shift: (a) Ohe, K.; Fujita, M.; Matsumoto, H.; Tai, Y.; Miki, K. J. Am. Chem. Soc. 2006, 128, 9270-9271.
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34
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25144451317
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(b) Kim, M.; Miller, R. L.; Lee, D. J. Am. Chem. Soc. 2005, 127, 12818-12819.
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(2005)
J. Am. Chem. Soc
, vol.127
, pp. 12818-12819
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Kim, M.1
Miller, R.L.2
Lee, D.3
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35
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9444265266
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Re-carbene shift
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(c) Kamikawa, K.; Tachibana, A.; Shimizu, Y.; Uchida, K.; Furusho, M.; Uemura, M. Org. Lett. 2004, 6, 4307-4310. [1,3]-Re-carbene shift:
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(2004)
Org. Lett
, vol.6
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Kamikawa, K.1
Tachibana, A.2
Shimizu, Y.3
Uchida, K.4
Furusho, M.5
Uemura, M.6
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36
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0035948498
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(d) Casey, C. P.; Kraft, S.; Powell, D. R. Organometallics, 2001, 20, 2651-2653.
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(2001)
Organometallics
, vol.20
, pp. 2651-2653
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Casey, C.P.1
Kraft, S.2
Powell, D.R.3
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37
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33846236588
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All products had >98% deuterium incorporation and were one stereoisomer, except for 3-d-5a, isolated as a 1:1 (E:Z) mixture.
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All products had >98% deuterium incorporation and were one stereoisomer, except for 3-d-5a, isolated as a 1:1 (E:Z) mixture.
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