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For a recent example using chiral catalysts, see:. Raheem I.T., Thiara P.S., Peterson E.A., and Jacobsen E.N. J. Am. Chem. Soc. 129 (2007) 13404-13405
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For recent reviews on the Mannich reaction and related processes, see:. Ferraris D. Tetrahedron 63 (2007) 9581-9597
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Ferraris, D.1
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24
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0034639452
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For similar studies in six-membered-ring oxycarbenium ions, see:
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For similar studies in six-membered-ring oxycarbenium ions, see:. Romero J.A.C., Tabacco S.A., and Woerpel K.A. J. Am. Chem. Soc. 122 (2000) 168-169
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26
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65549134044
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note
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The nucleophile adds from the inner face of the envelope, giving the cis product. Attack from this face generates a staggered structure, where the substituents at C-2 and C-3 (or C-5) are not eclipsed. On the contrary, the attack from the outside face is disfavored, due to the eclipsing interactions developed between the substituents at C-2 and C-3 in the transition structure leading to the first-formed trans product.
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30
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31544452548
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Pellissier, H. Tetrahedron 2006, 62, 1619-1665 (Part A) and Tetrahedron 2006, 62, 2143-2173 (Part B) and references cited therein.
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Pellissier, H. Tetrahedron 2006, 62, 1619-1665 (Part A) and Tetrahedron 2006, 62, 2143-2173 (Part B) and references cited therein.
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31
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34548810219
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For recent work on the subject, see:
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For recent work on the subject, see:. Boto A., Gallardo J.A., Hernández D., and Hernández R. J. Org. Chem. 72 (2007) 7260-7269
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Boto, A.1
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33846471806
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Montoya, A.4
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34
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34250817420
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For related work, see:
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For related work, see:. Díaz-Sánchez B.R., Iglesias-Arteaga M.A., Melgar-Fernández R., and Juaristi E. J. Org. Chem. 72 (2007) 4822-4825
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Juaristi, E.4
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33847276108
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and references cited therein
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Maruyama, T.1
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Yoshida, J.I.5
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36
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For a review on the modification of amino acids and carbohydrates through radical chemistry, see:
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For a review on the modification of amino acids and carbohydrates through radical chemistry, see:. Hansen S.G., and Skrydstrup T. Top. Curr. Chem. 264 (2006) 135-162
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37
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65549114351
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note
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Unpublished results on the stereoselective scission-alkylation process using menthyl carbamoyl, camphorsulfonyl, camphanyl, and amino acyl groups as chiral auxiliaries. In many cases, the stereoselectivity was low or moderate. In others, unseparable mixtures of the major and minor diastereomers were formed.
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38
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65549101292
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note
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Any source of visible light can be used. However, to obtain reproducible results, we carried out the scission with 80-W tungsten-filament lamps, available in DIY shops.
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39
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65549153411
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note
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2. The organic layer was dried on sodium sulfate, filtered, and evaporated under vacuum. The residue was purified by chromatography on silica gel (hexanes/ethyl acetate mixtures) to give the products.
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40
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65549118537
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note
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3a = 0.0 Hz).
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41
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84986370146
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note
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3).
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42
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22044440895
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Passarella D., Barilli A., Belinghieri F., Fassi P., Riva S., Sacchetti A., Silvani A., and Danieli B. Tetrahedron: Asymmetry 16 (2005) 2225-2230
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Tetrahedron: Asymmetry
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Fassi, P.4
Riva, S.5
Sacchetti, A.6
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Bosch, J.5
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46
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0348248914
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note
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3).
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47
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84889478479
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Iminosugars: from Synthesis to Therapeutic Applications; Compain, P.; Martin, O.R., Eds.; Wiley-VCH: Chichester, ISBN: 978-0-470-03391-3, 2007.
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Iminosugars: from Synthesis to Therapeutic Applications; Compain, P.; Martin, O.R., Eds.; Wiley-VCH: Chichester, ISBN: 978-0-470-03391-3, 2007.
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48
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36349029687
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For pyrrolidine-based iminosugars, see:
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For pyrrolidine-based iminosugars, see:. Doddi V.R., and Vankar Y.D. Eur. J. Org. Chem. (2007) 5583-5589
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Eur. J. Org. Chem.
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van Ameijde, J.2
Guglielmini, L.3
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Nash, R.J.5
Evinson, E.L.6
Kato, A.7
Fleet, G.W.J.8
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0032849660
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For a review article, see:
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For a review article, see:. Yokoyama M., and Momotake A. Synthesis (1999) 1541-1554
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Yokoyama, M.1
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33846821876
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For related compounds and their uses, see:
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For related compounds and their uses, see:. Murruzzu C., and Riera A. Tetrahedron: Asymmetry 18 (2007) 149-154
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(2007)
Tetrahedron: Asymmetry
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Murruzzu, C.1
Riera, A.2
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59
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65549148864
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note
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3, 5-C), 56.6 (CH, 4-C), 63.9 (CH, 2-C), 80.7/81.4 (CH, 3-C).
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62
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18644382329
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Doi M., Nishi Y., Kiritoshi N., Iwata T., Nago M., Nakano H., Uchiyama S., Nakazawa T., Wakamiya T., and Kobayashi Y. Tetrahedron 58 (2002) 8453-8459
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Wakamiya, T.9
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Roques, B.P.8
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