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(a) Sugita, M.; Natori, Y.; Sasaki, T.; Furihata, K.; Shimazu, A.; Seto, H.; Otake, N. J. Antibiot. 1982, 35, 1460-1466,
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For (+)-mycotrienol see: Sugita, M.; Natori, Y.; Sueda, N.; Kazuo, F.; Seto, H.; Otake, N. J. Antibiot. 1982, 35, 1474-1479.
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Smith, A. B., III; Wood, J. L.; Wong, W; Gould, A. E.; Rizzo, C. J.; Barbosa, J.; Funayama, S.; Komiyama, K, Omura, S. J. Am. Chem. Soc. 1996, 118, 8308-8315.
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For other synthetic approaches to the trienomycins and related mycotrienins see: (a) Yadav, J. S.; Praveen Kumar, T. K.; Maniyan, P. P. Tetrahedron Lett. 1993, 34, 2965-2968. (b) Fürstner, A.; Baumgartner, J. Tetrahedron 1993, 49, 8541-8560. For preliminary work conducted in our laboratories see: Panek, J. S.; Yang, M. Y.; Solomon, J. Tetrahedron Lett. 1995, 36, 1003-1006.
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For other synthetic approaches to the trienomycins and related mycotrienins see: (a) Yadav, J. S.; Praveen Kumar, T. K.; Maniyan, P. P. Tetrahedron Lett. 1993, 34, 2965-2968. (b) Fürstner, A.; Baumgartner, J. Tetrahedron 1993, 49, 8541-8560. For preliminary work conducted in our laboratories see: Panek, J. S.; Yang, M. Y.; Solomon, J. Tetrahedron Lett. 1995, 36, 1003-1006.
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For other synthetic approaches to the trienomycins and related mycotrienins see: (a) Yadav, J. S.; Praveen Kumar, T. K.; Maniyan, P. P. Tetrahedron Lett. 1993, 34, 2965-2968. (b) Fürstner, A.; Baumgartner, J. Tetrahedron 1993, 49, 8541-8560. For preliminary work conducted in our laboratories see: Panek, J. S.; Yang, M. Y.; Solomon, J. Tetrahedron Lett. 1995, 36, 1003-1006.
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For the preparation of 12 as well as its conversion to the quinone core see: Panek, J. S.; Xu, F. J. Am. Chem. Soc. 1995, 117, 10587-10588.
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Ozonolysis of silane (R)-6 and in situ reduction of the derived silyl aldehyde afforded the β-silyl-lactone which was subjected to silyl to hydroxyl interconversion (Fleming, I. Chemtracts Org. Chem. 9, 1-64) and methylation (Lardon, A.; Reichstein, T. Helv. Chim. Acta 1949, 32, 2003) to afford lactone 11 (see Supporting Information for experimental details).
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Fleming, I.1
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2642638044
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Ozonolysis of silane (R)-6 and in situ reduction of the derived silyl aldehyde afforded the β-silyl-lactone which was subjected to silyl to hydroxyl interconversion (Fleming, I. Chemtracts Org. Chem. 9, 1-64) and methylation (Lardon, A.; Reichstein, T. Helv. Chim. Acta 1949, 32, 2003) to afford lactone 11 (see Supporting Information for experimental details).
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For related macrocyclization approaches see: (a) Nicolaou, K. C.; Chakraborty, T. K.; Piscopio, A. D.; Minowa, N.; Bertinato, P. J. Am. Chem. Soc. 1993, 115, 4419-4420. (b) Shair, M. D.; Yoon, T.; Danishefsky, S. J. J. Org. Chem. 1994, 59, 3755-3757.
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For related macrocyclization approaches see: (a) Nicolaou, K. C.; Chakraborty, T. K.; Piscopio, A. D.; Minowa, N.; Bertinato, P. J. Am. Chem. Soc. 1993, 115, 4419-4420. (b) Shair, M. D.; Yoon, T.; Danishefsky, S. J. J. Org. Chem. 1994, 59, 3755-3757.
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