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1
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0003869642
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For an excellent review of the chemistry and biology of this family of natural products Marcel Dekker: New York Vols. 1 and 2.
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For an excellent review of the chemistry and biology of this family of natural products, see: Polyether Antibiotics; Westley, J. W., Ed.; Marcel Dekker: New York, 1982; Vols. 1 and 2.
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Westley, J.W.1
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For an important early review of this subject, see
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For an important early review of this subject, see: Bartlett, P. A. Tetrahedron 1981, 36, 3–72.
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Bartlett, P.A.1
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0018425810
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The introduction of allylic strain concepts to the design of complex synthesis targets appeared in the Kishi monensin synthesis
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The introduction of allylic strain concepts to the design of complex synthesis targets appeared in the Kishi monensin synthesis: (i) Schmid, G.; Fukuyama, T.; Akasaka, K.; Kishi, Y. J. Am. Chem. Soc. 1979, 101, 259–260.
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(ii) Fukuyama, T.; Wang, C.-L.J.; Kishi, Y. J. Am. Chem. Soc. 1979, 101, 260–262.
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(iii) Fukuyama, T.; Akasaka, K.; Karanewsky, D. S.; Wang, C.-L.J.; Schmid, G.; Kishi, Y. J. Am. Chem. Soc. 1979, 101, 262—263.
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(b) A review of aspects of this topic has appeared: Hoffmann, R. W. Chem. Rev. 1989, 89, 1841–1860.
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Hoffmann, R.W.1
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For previous publications in ionophore synthesis from this laboratory, see the following. Calcimycin (A23187)
-
For previous publications in ionophore synthesis from this laboratory, see the following. (a) Calcimycin (A23187): Evans, D. A.; Sacks, C. E.; Kleschick, W. A.; Taber, T. R. J. Am. Chem. Soc. 1979, 101, 6789–6791.
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Evans, D.A.1
Sacks, C.E.2
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Taber, T.R.4
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11
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0023885132
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X-206
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(b) X-206: Evans, D. A.; Bender, S. L.; Morris, J. J. Am. Chem. Soc. 1988, 110, 2506–2526.
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, vol.110
, pp. 2506-2526
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Evans, D.A.1
Bender, S.L.2
Morris, J.3
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12
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0025006864
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-
Ionomycin
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(c) Ionomycin: Evans, D. A.; Dow, R. L.; Shih, T. L.; Takacs, J. M.; Zahler, R. J. Am. Chem. Soc. 1990, 112, 5290–5313.
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, pp. 5290-5313
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Evans, D.A.1
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Zahler, R.5
-
13
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-
0026005895
-
-
(d) Ferensimycin B: Evans, D. A.; Polniaszek, R. P.; DeVries, K. E.; Guinn, D. E.; Mathre, D. J. J. Am. Chem. Soc. 1991, 113, 7613–7630.
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, vol.113
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Ferensimycin, B.1
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Mathre, D.J.6
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49549137506
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Otake, N.; Koenuma, M.; Miyamae, H.; Sato, S.; Saito, Y. Tetrahedron Lett. 1975, 4147—4150.
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15
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(b) Omura, S.; Shibata, M.; Machida, S.; Sawada, J.; Otake, N. J. Antibiot. 1976, 29, 15—20.
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, vol.29
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Omura, S.1
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Otake, N.; Koenuma, M.; Miyamae, H.; Sato, S.; Saito, Y. J. Chem. Soc., Perkin Trans. 2 1977, 494—496.
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(d) Seto, H.; Mizoue, K.; Otake, N. J. Antibiot. 1980, 33, 979–988.
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(e) Beloeil, J. C.; Le Cocq, C.; Michon, V.; Lallemand, J. Y. Tetrahedron 1981, 37, 1943—1949.
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Seto, H.; Mizoue, K.; Otake, N.; Yamagishi, M.; Mizutani, T.; Hara, H.; Omura, S. J. Antibiot. 1978, 31, 929–932.
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(b) Mizutani, T.; Yamagishi, M.; Hara, H.; Omura, S.; Ozeki, M.; Mizoue, K.; Seto, H.; Otake, N. J. Antibiot. 1980, 33, 1224–1230.
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Yamagishi, M.; Mizoue, K.; Mizutani, T.; Hara, H.; Omura, S.; Seto, H.; Otake, N., Taisho Pharmaceutical Co. Ltd. Jpn. Belg, Patent BE 874687, Sep 10. 1978. 15 pp. AI JP Appl. 78/30187, Mar 16, 1978.
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85022798214
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4199515. Apr 22, 1980, 5 pp JP Appl. 78/30187, Mar 16
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JP 55/66584 [80/66584], May 20 JP Appl. or Pr. 78/140574, Nov 15, 1978.
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Taisho Pharmaceutical Co., Ltd., Jpn. Jpn. Kokai Tokkoyo Koho JP 55/66584 [80/66584], May 20, 1980. 4 pp. JP Appl. or Pr. 78/140574, Nov 15, 1978.
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(b) Cruthers, L. R.; Szanto, J.: Linkenheimer, W. H.; Maplesden, D. C.; Brown, W. E. Poult. Sci. 1978, 57, 1227–1233.
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Miyagami, T.; Takei, Y.; Matsumoto, Y.; Otake, N.; Mizoue, K.; Mizutani, T.; Omura, S.; Ozeki, M.; Suzuki, N. J. Antibiot. 1981, 34, 218—223.
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Miyagami, T.1
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(b) Collum, D. B.; McDonald, J. H., III; Still, W. C. J. Am. Chem. Soc. 1980, 102, 2117–2118, 2118–2120, 2120–2121.
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(b) Ireland, R. E.; Armstrong. J. D., III; Lebreton, J.; Meissner, R. S.; Rizzacasa, M. A. J. Am. Chem. Soc. 1993, 115, 7152—7165.
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36
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0025111330
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For a preliminary communication from this laboratory on this subject, see
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For a preliminary communication from this laboratory on this subject, see: Evans, D. A.; Sheppard, G. S. J. Org. Chem. 1990, 55, 5192—5194.
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Evans, D. A.; Clark, J. S.; Metternich, R.; Novak, V. J.; Sheppard, G. S. J. Am. Chem. Soc. 1990, 112, 866–868.
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Evans, D. A.; Ng, H. P.; Clark, S.; Rieger, D. L. Tetrahedron 1992, 48, 2127–2142.
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(b) Evans, D. A.; Rieger, D. L.; Gage, J. R. Tetrahedron Lett. 1990, 31, 7099—7100.
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(c) Rychnovsky, S. D.; Rogers, B.; Yang, G. J. Org. Chem. 1993, 58, 3511–3515.
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For a discussion of (Z) enolate additions to chiral α-substituted aldehydes
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For a discussion of (Z) enolate additions to chiral α-substituted aldehydes, see:(a) Evans, D. A.; Nelson, J. V.; Taber, T. R. Top. Stereochem. 1982, 13, 1–115.
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For a precedent for this transformation
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For a precedent for this transformation, see: Walba, D. M.; Thurmes, W. N.; Haltiwanger, R. C. J. Org. Chem. 1988, 53, 1046–1056.
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Precedent for the stereochemical course of this reaction can be found in the following two studies
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Precedent for the stereochemical course of this reaction can be found in the following two studies:(a) Paterson, I.; Channon, J. A. Tetrahedron Lett. 1992, 33, 797-800.
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For analogous ortho ester acylations
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For analogous ortho ester acylations, see:(a) Evans, D. A.; Urpi, F.; Somers, T. C.; Clark, J. S.; Bilodeau, M. T. J. Am. Chem. Soc. 1990, 112, 8215–8216.
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For a review of Claisen rearrangements, see: Bennett, G. B. Synthesis 1977, 589—606.
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