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4
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4644356807
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(a) Kurosawa, W.; Kobayashi, H.; Kan, T.; Fukuyama, T. Tetrahedron 2004, 60, 9615.
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(2004)
Tetrahedron
, vol.60
, pp. 9615
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Kurosawa, W.1
Kobayashi, H.2
Kan, T.3
Fukuyama, T.4
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5
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0037668345
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(b) Kurosawa, W.; Kan, T.; Fukuyama, T. J. Am. Chem. Soc. 2003, 125, 8112.
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(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 8112
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Kurosawa, W.1
Kan, T.2
Fukuyama, T.3
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7
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0028116991
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For a similar double asymmetric induction in C-H insertion reaction, see: Hashimoto, S.; Watanabe, N.; Kawano, K.; Ikegami, S. Synth. Commun. 1994, 24, 3277.
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(1994)
Synth. Commun.
, vol.24
, pp. 3277
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Hashimoto, S.1
Watanabe, N.2
Kawano, K.3
Ikegami, S.4
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10
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0029928212
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Chiral alcohols 11a and 11b were synthesized from the corresponding lactate and mandelate, respectively. A similar reaction has been reported, see: Devine, P. N.; Dolling, U.-H.; Heid, R. M. Jr.; Tschaen, D. M. Tetrahedron Lett. 1996, 37, 2683.
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(1996)
Tetrahedron Lett.
, vol.37
, pp. 2683
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Devine, P.N.1
Dolling, U.-H.2
Heid Jr., R.M.3
Tschaen, D.M.4
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11
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0000370097
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Taber, D. F.; Amedio, J. C. Jr.; Patel, Y. K. J. Org. Chem. 1985, 50, 3618.
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(1985)
J. Org. Chem.
, vol.50
, pp. 3618
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Taber, D.F.1
Amedio Jr., J.C.2
Patel, Y.K.3
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12
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33745701470
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note
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Initially, we tested a reagent controlled C-H insertion reaction of diazoester 13, which was readily available from 10. Utilizing several chiral rhodium catalysts, the yield and the selectivity of 14 were unsatisfactory as shown in Scheme 3.
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13
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33745715557
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note
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1H NMR spectra of 15, which was readily converted from 5, as shown in Scheme 4.
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14
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33745715558
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note
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The absolute configuration of 5 was determined as 2R,3R by comparing the optical rotation with that of reported compound 16, see ref. 13. Preparation of 16 from 5 was performed by a decarbonylation reaction (Schemed).
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15
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0009460223
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Kashihara, H.; Suemune, H.; Kawahara, T.; Sakai, K. Tetrahedron Lett. 1987, 28, 6489.
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(1987)
Tetrahedron Lett.
, vol.28
, pp. 6489
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Kashihara, H.1
Suemune, H.2
Kawahara, T.3
Sakai, K.4
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16
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0342394936
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Watanabe, N.; Ogawa, T.; Ohtake, Y.; Ikegami, S.; Hashimoto, S. Synlett 1996, 85.
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(1996)
Synlett
, pp. 85
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Watanabe, N.1
Ogawa, T.2
Ohtake, Y.3
Ikegami, S.4
Hashimoto, S.5
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17
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0342394936
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(a) Watanabe, N.; Ogawa, T.; Ohtake, Y.; Ikegami, S.; Hashimoto, S. Synlett 1996, 85.
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(1996)
Synlett
, pp. 85
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Watanabe, N.1
Ogawa, T.2
Ohtake, Y.3
Ikegami, S.4
Hashimoto, S.5
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18
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0025118806
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(b) Hashimoto, S.; Watanabe, N.; Ikegami, S. Tetrahedron Lett. 1990, 31, 5173.
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(1990)
Tetrahedron Lett.
, vol.31
, pp. 5173
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Hashimoto, S.1
Watanabe, N.2
Ikegami, S.3
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19
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0000692798
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A similar interaction was observed in Rh carbenoid mediated intermolecular cyclopropanation, see: Davies, H. M. L.; Huby, N. J. S.; Cantrell, W. R. Jr.; Olive, J. L. J. Am. Chem. Soc. 1993, 115, 9468.
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(1993)
J. Am. Chem. Soc.
, vol.115
, pp. 9468
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Davies, H.M.L.1
Huby, N.J.S.2
Cantrell Jr., W.R.3
Olive, J.L.4
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20
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33745729499
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note
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4 proceeded smoothly to afford 5a in 94% yield and a 43% de.
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21
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33745715561
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note
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+].
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22
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0023885338
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(a) For a pentalenolactone, see: Mori, K.; Tsuji, M. Tetrahedron 1988, 44, 2835.
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(1988)
Tetrahedron
, vol.44
, pp. 2835
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Mori, K.1
Tsuji, M.2
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23
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0034568127
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(b) For a jasmonic acid analogue, see: Toshima, H.; Nara, S.; Fujino, Y.; Ichihara, A. Bioscience, Biotechnology, and Biochemistry 2000, 64, 2702.
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(2000)
Bioscience, Biotechnology, and Biochemistry
, vol.64
, pp. 2702
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Toshima, H.1
Nara, S.2
Fujino, Y.3
Ichihara, A.4
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