New possibilities in organic synthesis

Aldrichimica Acta

Volumn 29, Issue 3, 1996, Pages 59-76

  Mukaiyama, Teruaki ^a  

^a TOKYO UNIVERSITY OF SCIENCE   (Japan)

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EID: 0030445798     PISSN: 00025100     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (147)

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41. (c) Sn(IV): Reference (6h).
42. (d) Cu(II): Reference (11b).
43. (a) Iwasawa, N.; Mukaiyama, T. Chem. Lett. 1983, 297.
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45. (c) Mukaiyama, T.; Iwasawa, N.; Stevens, R.W.; Haga,T. Tetrahedron 1984, 40, 1381.
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57. Examples of catalytic asymmetric aldol reactions have been reported, although yields and selectivities are low-to-moderate: (a) Nakagawa, M.; Nakano, H.; Watanabe, K. Chem. Lett. 1985, 391.
58. (b) Reetz, M.T.; Kyung, S-H.; Bolm, C.; Zierke, T. Chem. Ind. 1986, 824.
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60. (d) Slough, G.A.; Bergman, R.G.; Heathcock, C.H. J. Am. Chem. Soc. 1989, 111, 938.
61. (e) Ito, Y. et al. reported the asymmetric aldol-type reaction of α-isocyano-carboxylates, carboxamides, and phosphates with aldehydes using as a catalyst a gold(I) complex containing an optically active ferrocenylphosphine ligand: Ito, Y.; Sawamura, M.; Hayashi, T. ibid. 1986, 108, 6405. Idem Tetrahedron Lett. 1987, 28, 6215. Ito, Y.; Sawamura, M.; Hamashima, H.; Emura, T.; Hayashi, T. ibid. 1989, 30, 4681; and references cited therein.
62. (e) Ito, Y. et al. reported the asymmetric aldol-type reaction of α-isocyano-carboxylates, carboxamides, and phosphates with aldehydes using as a catalyst a gold(I) complex containing an optically active ferrocenylphosphine ligand: Ito, Y.; Sawamura, M.; Hayashi, T. ibid. 1986, 108, 6405. Idem Tetrahedron Lett. 1987, 28, 6215. Ito, Y.; Sawamura, M.; Hamashima, H.; Emura, T.; Hayashi, T. ibid. 1989, 30, 4681; and references cited therein.
63. (e) Ito, Y. et al. reported the asymmetric aldol-type reaction of α-isocyano-carboxylates, carboxamides, and phosphates with aldehydes using as a catalyst a gold(I) complex containing an optically active ferrocenylphosphine ligand: Ito, Y.; Sawamura, M.; Hayashi, T. ibid. 1986, 108, 6405. Idem Tetrahedron Lett. 1987, 28, 6215. Ito, Y.; Sawamura, M.; Hamashima, H.; Emura, T.; Hayashi, T. ibid. 1989, 30, 4681; and references cited therein.
64. (f) After our first reports (Mukaiyama, T.; Inubushi, A.; Suda, S.; Kara, R.; Kobayashi, S. Chem. Lett. 1990, 1015. Mukaiyama, T.; Takashima, T.; Kusaka, H.; Shimpuku, T. ibid. 1990, 1777.) H. Yamamoto and co-workers, S. Masamune's group, and S. Kiyooka and co-workers independently reported the catalytic asymmetric aldol reaction of silyl enol ethers with aldehydes using chiral boron Lewis acids: Furuta, K.; Maruyama, T.; Yamamoto, H. J. Am. Chem. Soc. 1991, 113, 1041. Parmee, E.R.; Tempkin, O.; Masamune, S.; Abiko, A. ibid. 1991, 113, 9365. Furuta, K.; Maruyama, T.; Yamamoto, H. Synlett 1991, 439. Kiyooka, S.; Kaneko, Y.; Kume, K. Tetrahedron Lett. 1992, 33, 4927.
65. (f) After our first reports (Mukaiyama, T.; Inubushi, A.; Suda, S.; Kara, R.; Kobayashi, S. Chem. Lett. 1990, 1015. Mukaiyama, T.; Takashima, T.; Kusaka, H.; Shimpuku, T. ibid. 1990, 1777.) H. Yamamoto and co-workers, S. Masamune's group, and S. Kiyooka and co-workers independently reported the catalytic asymmetric aldol reaction of silyl enol ethers with aldehydes using chiral boron Lewis acids: Furuta, K.; Maruyama, T.; Yamamoto, H. J. Am. Chem. Soc. 1991, 113, 1041. Parmee, E.R.; Tempkin, O.; Masamune, S.; Abiko, A. ibid. 1991, 113, 9365. Furuta, K.; Maruyama, T.; Yamamoto, H. Synlett 1991, 439. Kiyooka, S.; Kaneko, Y.; Kume, K. Tetrahedron Lett. 1992, 33, 4927.
66. (f) After our first reports (Mukaiyama, T.; Inubushi, A.; Suda, S.; Kara, R.; Kobayashi, S. Chem. Lett. 1990, 1015. Mukaiyama, T.; Takashima, T.; Kusaka, H.; Shimpuku, T. ibid. 1990, 1777.) H. Yamamoto and co-workers, S. Masamune's group, and S. Kiyooka and co-workers independently reported the catalytic asymmetric aldol reaction of silyl enol ethers with aldehydes using chiral boron Lewis acids: Furuta, K.; Maruyama, T.; Yamamoto, H. J. Am. Chem. Soc. 1991, 113, 1041. Parmee, E.R.; Tempkin, O.; Masamune, S.; Abiko, A. ibid. 1991, 113, 9365. Furuta, K.; Maruyama, T.; Yamamoto, H. Synlett 1991, 439. Kiyooka, S.; Kaneko, Y.; Kume, K. Tetrahedron Lett. 1992, 33, 4927.
67. (f) After our first reports (Mukaiyama, T.; Inubushi, A.; Suda, S.; Kara, R.; Kobayashi, S. Chem. Lett. 1990, 1015. Mukaiyama, T.; Takashima, T.; Kusaka, H.; Shimpuku, T. ibid. 1990, 1777.) H. Yamamoto and co-workers, S. Masamune's group, and S. Kiyooka and co-workers independently reported the catalytic asymmetric aldol reaction of silyl enol ethers with aldehydes using chiral boron Lewis acids: Furuta, K.; Maruyama, T.; Yamamoto, H. J. Am. Chem. Soc. 1991, 113, 1041. Parmee, E.R.; Tempkin, O.; Masamune, S.; Abiko, A. ibid. 1991, 113, 9365. Furuta, K.; Maruyama, T.; Yamamoto, H. Synlett 1991, 439. Kiyooka, S.; Kaneko, Y.; Kume, K. Tetrahedron Lett. 1992, 33, 4927.
68. (f) After our first reports (Mukaiyama, T.; Inubushi, A.; Suda, S.; Kara, R.; Kobayashi, S. Chem. Lett. 1990, 1015. Mukaiyama, T.; Takashima, T.; Kusaka, H.; Shimpuku, T. ibid. 1990, 1777.) H. Yamamoto and co-workers, S. Masamune's group, and S. Kiyooka and co-workers independently reported the catalytic asymmetric aldol reaction of silyl enol ethers with aldehydes using chiral boron Lewis acids: Furuta, K.; Maruyama, T.; Yamamoto, H. J. Am. Chem. Soc. 1991, 113, 1041. Parmee, E.R.; Tempkin, O.; Masamune, S.; Abiko, A. ibid. 1991, 113, 9365. Furuta, K.; Maruyama, T.; Yamamoto, H. Synlett 1991, 439. Kiyooka, S.; Kaneko, Y.; Kume, K. Tetrahedron Lett. 1992, 33, 4927.
69. (f) After our first reports (Mukaiyama, T.; Inubushi, A.; Suda, S.; Kara, R.; Kobayashi, S. Chem. Lett. 1990, 1015. Mukaiyama, T.; Takashima, T.; Kusaka, H.; Shimpuku, T. ibid. 1990, 1777.) H. Yamamoto and co-workers, S. Masamune's group, and S. Kiyooka and co-workers independently reported the catalytic asymmetric aldol reaction of silyl enol ethers with aldehydes using chiral boron Lewis acids: Furuta, K.; Maruyama, T.; Yamamoto, H. J. Am. Chem. Soc. 1991, 113, 1041. Parmee, E.R.; Tempkin, O.; Masamune, S.; Abiko, A. ibid. 1991, 113, 9365. Furuta, K.; Maruyama, T.; Yamamoto, H. Synlett 1991, 439. Kiyooka, S.; Kaneko, Y.; Kume, K. Tetrahedron Lett. 1992, 33, 4927.
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103. (a) Synthesis of precursor of 8-membered ring compound: Mukaiyama, T.; Shiina, I.; Sakata, K.; Emura, T.; Seto, K.; Saitoh, M. Chem. Lett. 1995, 179.
104. (b) Synthesis of optically active 8-membered ring compound: Shiina, I.; Uoto, K.; Mori, N.; Kosugi, T.; Mukaiyama, T. ibid. 1995, 181.
105. (c) Synthesis of AB ring model system: Mukaiyama, T.; Shiina, I.; Kimura, K.; Akiyama, Y.; Iwadare, H. ibid. 1995, 229.
106. (d) Synthesis of optically active AB ring system: Shiina, I.; Iwadare, H.; Saitoh, M.; Ohkawa, N.; Nishimura, T.; Mukaiyama, T. ibid. 1995, 781.
107. (e) Retrosynthetic and synthetic studies: Shiina, I.; Saitoh, M.; Nishimura, K.; Saitoh, K.; Mukaiyama, T. ibid. 1996, 223.
108. (f) Synthesis of optically active BC ring system: Mukaiyama, T.; Shiina, I.; Iwadare, H.; Saitoh, M.; Nishimura, K.; Nishimura, T.; Ohkawa, N.; Sakoh, H.; Saitoh, K. ibid. 1996, 483.
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131. (61 ) Kaku, Y.; Otsuka, M.; Ohno, M. Chem. Lett. 1989, 611.
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