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0042390695
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note
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To be described in more detail in a subsequent full report of this work.
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0037018472
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Related observations of the solvent effect on stereoselectivity of pyran formation have been independently made in the Keck laboratory: (a) Keck, G. E.; Covel, J. A.; Schiff, T.; Yu, T. Org. Lett. 2002, 4, 1189-1192. For other examples of use of Bronsted acids in related cyclizations, see: (b) Mohr, P. Tetrahedron Lett. 1993, 34, 6251-6254. (c) Cloninger. M. J.; Overman, L. E. J. Am. Chem. Soc. 1999, 121, 1092-1093.
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Keck, G.E.1
Covel, J.A.2
Schiff, T.3
Yu, T.4
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13
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0027376630
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Related observations of the solvent effect on stereoselectivity of pyran formation have been independently made in the Keck laboratory: (a) Keck, G. E.; Covel, J. A.; Schiff, T.; Yu, T. Org. Lett. 2002, 4, 1189-1192. For other examples of use of Bronsted acids in related cyclizations, see: (b) Mohr, P. Tetrahedron Lett. 1993, 34, 6251-6254. (c) Cloninger. M. J.; Overman, L. E. J. Am. Chem. Soc. 1999, 121, 1092-1093.
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Mohr, P.1
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14
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0033540691
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Related observations of the solvent effect on stereoselectivity of pyran formation have been independently made in the Keck laboratory: (a) Keck, G. E.; Covel, J. A.; Schiff, T.; Yu, T. Org. Lett. 2002, 4, 1189-1192. For other examples of use of Bronsted acids in related cyclizations, see: (b) Mohr, P. Tetrahedron Lett. 1993, 34, 6251-6254. (c) Cloninger. M. J.; Overman, L. E. J. Am. Chem. Soc. 1999, 121, 1092-1093.
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Cloninger, M.J.1
Overman, L.E.2
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0032509230
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(a) Bobbitt, J. M. J. Org. Chem. 1998, 63, 9367-9374. For summaries of related work in the oxoammonium salt oxidation arena, see: (b) Rozantsev, E. G. ; Sholle, V. D. Synthesis 1971, 190-202. (c) Rozantsev, E. G.; Sholle, V. D. Synthesis 1971, 401-414. (d) Bobbitt, J. M.: Flores, M. C. L. Heterocycles 1988, 27, 509-533. (e) Montanari, F.; Quici, S. In Encyclopedia of Reagents for Organic Synthesis; Paquette, L. A., Ed.; John Wiley: Chichester, 1995; Vol. 7, pp 4821-4823.
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Synthesis
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Rozantsev, E.G.1
Sholle, V.D.2
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17
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85012596673
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(a) Bobbitt, J. M. J. Org. Chem. 1998, 63, 9367-9374. For summaries of related work in the oxoammonium salt oxidation arena, see: (b) Rozantsev, E. G. ; Sholle, V. D. Synthesis 1971, 190-202. (c) Rozantsev, E. G.; Sholle, V. D. Synthesis 1971, 401-414. (d) Bobbitt, J. M.: Flores, M. C. L. Heterocycles 1988, 27, 509-533. (e) Montanari, F.; Quici, S. In Encyclopedia of Reagents for Organic Synthesis; Paquette, L. A., Ed.; John Wiley: Chichester, 1995; Vol. 7, pp 4821-4823.
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Synthesis
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Rozantsev, E.G.1
Sholle, V.D.2
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18
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0041936338
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(a) Bobbitt, J. M. J. Org. Chem. 1998, 63, 9367-9374. For summaries of related work in the oxoammonium salt oxidation arena, see: (b) Rozantsev, E. G. ; Sholle, V. D. Synthesis 1971, 190-202. (c) Rozantsev, E. G.; Sholle, V. D. Synthesis 1971, 401-414. (d) Bobbitt, J. M.: Flores, M. C. L. Heterocycles 1988, 27, 509-533. (e) Montanari, F.; Quici, S. In Encyclopedia of Reagents for Organic Synthesis; Paquette, L. A., Ed.; John Wiley: Chichester, 1995; Vol. 7, pp 4821-4823.
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Heterocycles
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Bobbitt, J.M.1
Flores, M.C.L.2
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19
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0041889408
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Paquette, L. A., Ed.; John Wiley: Chichester
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(a) Bobbitt, J. M. J. Org. Chem. 1998, 63, 9367-9374. For summaries of related work in the oxoammonium salt oxidation arena, see: (b) Rozantsev, E. G. ; Sholle, V. D. Synthesis 1971, 190-202. (c) Rozantsev, E. G.; Sholle, V. D. Synthesis 1971, 401-414. (d) Bobbitt, J. M.: Flores, M. C. L. Heterocycles 1988, 27, 509-533. (e) Montanari, F.; Quici, S. In Encyclopedia of Reagents for Organic Synthesis; Paquette, L. A., Ed.; John Wiley: Chichester, 1995; Vol. 7, pp 4821-4823.
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Montanari, F.1
Quici, S.2
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20
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0042891596
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note
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2 was the opposite anfipode of that described here. The question of the absolute configuration of natural dactylolide is still open, because the specific rotation of the natural sample differs so greatly from that of each synthetic antipode.
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21
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Isolation: (a) Tanaka, J.; Higa, T. Tetrahedron Lett. 1996, 37, 5535-5538. Synthesis: (b) Smith, A. B., III; Safonov, I. G.; Corbett, R. M. J. Am. Chem. Soc. 2001, 123, 12426-12427 and ref 12b.
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and ref 12b
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Isolation: (a) Tanaka, J.; Higa, T. Tetrahedron Lett. 1996, 37, 5535-5538. Synthesis: (b) Smith, A. B., III; Safonov, I. G.; Corbett, R. M. J. Am. Chem. Soc. 2001, 123, 12426-12427 and ref 12b.
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