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(g) Grabuleda, X.; Jaime, C.; Guerrero, A. Tetrahedron: Asymmetry 1997, 8, 3675-3683.
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5. It is obvious from the crystal structures that lipases have no such large binding pocket to accommodate the tetraphenylporphyrin moiety. For example: (a) Derewenda, U.; Brzozowski, A. M.; Lawson, D. M.; Derewenda, Z. S. Biochemistry 1992, 31, 1532-1541.
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0028134021
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(b) Cygler, M.; Grochulski, P.; Kazlauskas, R. J.; Schrag, J. D.; Bouthillier, F.; Rubin, B.; Serreqi, A. N.; Gupta, A. K. J. Am. Chem. Soc. 1994, 116, 3180-3186.
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in press
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6. As far as we know, 1 is the largest secondary alcohol successfully resolved by the lipase-catayzed reaction. Recently, Tamiaki and his co-workers examined the lipase-catalyzed diastereoselective transesterifications of a secondary alcohol having a chlorin skeleton. The reactions proceeded slowly with low diastereoselectivities (E ∼ 3). (Private communication with Dr. H. Tamiaki. Tetrahedron: Asymmetry in press.)
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Tamiaki, H.1
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0006368032
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7. Lindsey, J. S.; Schreiman, I. C.; Hsu, H. C.; Kearney, P. C.; Marguerettaz, A. M. J. Org. Chem. 1987, 52, 827-836.
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Marguerettaz, A.M.5
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8. Einhorn, J.; Einhorn, C.; Ratajczak, F.; Pierre, J.-L. J. Org. Chem. 1996, 61, 7452-7454.
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0010501832
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note
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4: C, 83.9; H, 5.20; N, 8.50. Found: C, 83.6; H, 5.10; N, 8.39.
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21
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20644469267
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2a Soai, K.; Hori, H.; Kawahara, M. Tetrahedron: Asymmetry 1990, 1, 769-770.
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