Stereoselectivity of Diels- Alder Reactions Yoshiaki KOBUKE* ( 1 ) (2) (3 ) Department of Synthetic Chemistry, Faculty of Engineering, Kyoto Universit
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1 Stereoselectivity of Diels- Alder Reactions Yoshiaki KOBUKE* ( 1 ) (2) (3 ) Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University 992
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12 1003 (50 a) (50 b) (50 c) (50 d) (50 ) (51 ) 1) K. Alder, G. Stein, Angew. Chem (1937) 2) J.G. Martin, R.K. Hill, Chem. Rev (1961) 3) A. Wassermann, "Diels- Alder Reactions" Elsevier Publishing Corp., NewYork, N.Y., (1965) 4) J. Sauer, Angew. Chem (1967) 5) S. Seltzer, Adv. Alicyclic Chem. 2 1 (1968) 7) R.B. Woodward, T.J. Katz, Tetrahedron 5 70 (1959) 8) R.B. Woodward, R. Hoffmann, J. Am. Chem. Soc , 2046, 4388 (1965) 9) R.B. Woodward, R. Hoffmann, "The Conservation of Orbital Symmetry" Academic Press, New York (1970) 10) L. Salem, J. Am. Chem. Soc (1968) 11) N. Tyutyulkov, P. Markov, Monatsh. Chem (1965)
13 12) W.C. Herndon, L.H. Hall, Theoret. Chum. Acta (Berlin) 7 4 (1967) 13) A. Devaquet, L. Salem, J. Am. Chem. Soc (1969) 14) W.C. Herndon, L.H. Hall, Tetrahedron Letters ) G.S. Hammond, J. Am. Chem. Soc (1953) 16) K.B. Wiberg, W.J. Barley, ibid (1960) 17) S.J. Cristol, W.K. Seifert, S.B. Soloway, ibid (1960) 18) P. Wilder, Jr., C.F. Culberson, G.T. Youngblood, ibid (1959) 19) S.B. Soloway, ibid (1952) 20) R.A. Grieger, C.A. Eckert, ibid (1970) 21) K.N. Houk, Tetrahedron Letters ) R. Baker, T.J. Mason, J. Chem. Soc. (C) ) B.M. Trost, J. Am. Chem. Soc (1969) 24) C.D. Ver Nooy, C.S. Rodestvedt, Jr., ibid (1955) 25) K. Alder, W. Gunzl, K. Wolff, Chem. Ber (1960) 26) K. Alder, R. Hartmann, W. Roth, Ann (1958) 27) P. Malkonen, N.J. Toivonen, Suomen Kemistilehti 31B 146 (1958) 28) B.E. Tate, A. Bavley, J. Am. Chem. Soc (1957) 29) Y. Kobuke, T. Fueno, J. Furukawa, ibid (1970) 30) B.C.C. Cantello, J.M. Mellor, Tetrahedon Letters ) J.A. Berson, Z. Hamlet, W.A. Mueller, J. Am. Chem. Soc (1962) 32) J.G. Kirkwood, J. Chem. Phys (1934) 33) L. Onsager, J. Am. Chem. Soc (1936) 34) K.N. Houk, L.J. Luskus, ibid (1971) 36) P. Wilder, Jr., D.B. Knight, J. Org. Chem (1965) 37) R.J. Ouelette, G.E. Booth, ibid (1965) 38) EL. Eliel, N.L. Allinger, S.J. Angyal, G.A. Morrison, "Conformational Analysis" Interscience Publishers, (1965) 39) H.K. Hall, J. Org. Chem (1960) 40) A.T. Blomquist, Y.C. Meinwald, J. Am. Chem. Soc (1959) 41) E.F. Ullman, Chem. Ind. (London) ) R.C. Cookson, J. Dance, J. Hudec, J. Chem. Soc ) Y. Kobuke, T. Sugimoto, J. Furukawa, T. Fueno, J. Am. Chem. Soc (1972) 45) Y. Morino, K. Kuchitsu, A. Yokozeki, Bull. Chem. Soc. Japan (1967) 48) K.B. Wiberg, W.J. Bartley, J. Am. Chem. Soc (1960) 49) G.L. Closs, L.E. Closs, W.A. Boll, ibid (1963) 50) M.A. Battiste, Tetrahedron Letters ) R.M. Magid, S.E. Wilson, J. Org. Chem (1971) 52) R.W. LaRochelle, B.M. Trost, Chem. Commun ) M.A. Battiste, C.T. Sprouse, Jr., Tetrahedron Letters ) D.T. Longone, D.M. Stehouwer, ibid ) R. Breslow, G. Ryan, J.T. Groves, J. Am. Chem. Soc (1970) 56) R. Muneyuki, T. Yano, H. Tanida, ibid (1969) 57) P.B. Sargent, ibid (1969) 58) S. Ito, Y. Fujise, T. Okuda, Y. Inoue, Bull. Chem. Soc. Japan (1966) 59) S. Ito, K. Sakan, Y. Fujise, Tetrahedron Letters ) R.C. Cookson, B.V. Drake, J. Hudec, A. Morrison, Chem. Commun ) L.A. Paquette, J.H. Barrett, D.E. Kuhla, J. Am. Chem. Soc (1969) 62) K.N. Houk, R.B. Woodward, ibid (1970) 63) K.N. Houk, R.B. Woodward, ibid (1970) 64) K.L. Williamson, Y.F.L. Hsu, R. Lacko, C.H. Youn, ibid (1969) 65) T. Inukai, T. Tojima, J. Org. Chem (1966) 66) K.L. Williamson, Y.F.L. Hsu, J. Am. Chem. Soc (1970) 67) S.D. Christian, J. Grundnes, ibid (1971) 68) F.T. Lang, R.L. Strong, ibid (1965) 69) D. Atack, O.K. Rice, J. Phys. Chem (1954) 70) W. Bruhl, W. Ellerbrock, Z. Anorg. Allg. Chem (1934).
14 ) M.J.S. Dewar, C.C. Thompson, Jr., Tetrahedron Suppl 7 97 (1966) 72) M.W. Hanna, J. Am. Chem. Soc (1968) 73) W.C. Herndon, J. Feuer, ibid (1968) 74) R.J. Ouellette, S.H. Williams, ibid (1971) 75) R.A. Moss, A. Mamantov, ibid (1970 )
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