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g) Schwartz, R. E.; Liesch, J.; Hensens, O.; Zitano, L.; Honeycut, S.; Garrity, G.; Frontling, R. A.; Oniski, J.; Monaghan, R.; J. Antibiotics, 1988, 42, 1775-1779.
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0029143575
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5 For a recent example, see: Shi, M.; Satoh, Y.; Makihara, T.; Masaki, Y.; Tetrahedron Asymmetry, 1995, 6, 2109-2112.
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21
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85030281932
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note
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2U in the same conditions as described above to give the corresponding protected compounds in 90, 71, and 65% yield, respectively. Dibal-H reduction of the latters, as described above, followed by treatment with PTSA solution in methanol (1 g/L) yielded the desired N-Boc-2-methoxy-5-alkyloxycarbonyl pyrrolidines 4-6 in 73, 57, and 65 % yield for the last two steps, respectively.
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23
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0027450635
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11 Koert, U.; Stein, M.; Harms, K.; Tetrahedron Lett., 1993, 34, 2299-2302.
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0028264490
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12 Rassu, G.; Pinna, L.; Spanu, I.; Ulgheri, F.; Casiraghi, G.; Tetrahedron Lett., 1994, 35, 4019-4022.
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0028948018
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13 For addition of TBSOP on a sugar, see: Rassu, G.; Zanardi, F.; Battistini, L.; Casiraghi, G.; Tetrahedron Asymmetry, 1995, 6, 371-374.
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26
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0029164921
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14 For a recent stereospecific synthesis of a bipyrrolidine, see: Kotsuki, H.; Kuzume, H.; Gohda, T.; Fukuhara, M.; Ochi, M.; Oishi, T.; Hirama, M.; Shiro, M.; Tetrahedron Asymmetry, 1995, 6, 2227-2236.
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Shiro, M.8
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