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OSR 18.1 求電子性アルケンへの求核付加

目次： 単純な求核種の付加

シアン化物イオン O求核種 S求核種 N求核種 酸触媒付加 Michael反応 酸触媒 Michael型反応 有機金属とヒドリドの付加 Robinson環化と類似反応 エノールシリルエーテルの付加

単純な求核種の付加 シアン化物イオン

C.F.H. Allen, R.K. Kimball, Org. Synth., Coll. Vol. 2, 498 (1943).

(Aqueous NaCN is alkaline.)

G.B. Brown, Org. Synth., Coll. Vol. 3, 615 (1955).

C.F.H. Allen, H.B. Johnson, Org. Synth., Coll. Vol. 4, 804 (1963).

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J.A. McRae, R.A.B. Bannard, Org. Synth., Coll. Vol. 4, 393 (1963).

J. Armando, Lujan-Montelongo, F.F. Fleming, Org. Synth., 90 , 229 (2013).

O求核種

B. Englund, Org. Synth., Coll. Vol. 4, 184 (1954).

C.C. Price, J.A. Pappalardo, Org. Synth., Coll. Vol. 4, 558 (1954).

S求核種

A. Fehnel, M. Carmack, Org. Synth., Coll. Vol. 4, 669 (1963).

M.S. Waters, K. Snelgrove, P. Maligres, Org. Synth., Coll. Vol. 11, 642 (2009).

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N求核種

R. Mozingo, J.H. McCracken, Org. Synth., Coll. Vol. 3, 258 (1955).

H. Griesser, R. Oehrlein, W. Schwab, E. Ehrler, V. Jaeger,

Org. Synth., Coll. Vol. 10, 577 (2004).

酸触媒付加

C. Moureu, R. Chaux, Org. Synth., Coll. Vol. 1, 166 (1941).

E.J. Witzemann, W.L. Evans, H. Hass, E.F. Schroeder,

Org. Synth., Coll. Vol. 2, 137 (1943).

J.C. Stowell, D.R. Keith, B.T. King, Org. Synth., Coll. Vol. 7, 59 (1990).

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Michael反応

H.T. Clarke, T.F. Murray, Org. Synth., Coll. Vol. 1, 272 (1941).

J. Cason, Org. Synth., Coll. Vol. 4, 630 (1963).

E.C. Horning, A.F. Finelli, Org. Synth., Coll. Vol. 4, 776 (1963).

R.B. Moffett, Org. Synth., Coll. Vol. 4, 652 (1963).

R.L. Shriner, H.R. Todd, Org. Synth., Coll. Vol. 2, 200 (1943).

S.M. McElvain, D.H. Clemens, Org. Synth., Coll. Vol. 4, 662 (1963).

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D.L. Boger, M.D. Mullican, Org. Synth., Coll. Vol. 8, 444 (1993).

J.H. Wood, L. Cox, Org. Synth., Coll. Vol. 3, 286 (1955).

H. Hagiwara, H. Ono, T. Hoshi, Org. Synth., 80, 195 (2003).

酸触媒 Michael型反応

P. Buchschacher, A. Fürst, J. Gutzwiller, Org. Synth., Coll. Vol. 7, 368 (1990).

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Z.G. Hajps, D.R. Parrish, Org. Synth., Coll. Vol. 7, 363 (1990).

J. Christoffers, Org. Synth., Coll. Vol. 10, 588 (2004).

H. Sakurai, A. Hosomi, J. Hayashi, Org. Synth., Coll. Vol. 7, 443 (1990).

有機金属とヒドリドの付加

S. Marquais, M. Alami, G. Cahiez, Org. Synth., Coll. Vol. 9, 328 (1998).

Y. Horiguchi, E. Nakamura, I. Kuwajima, Org. Synth., Coll. Vol. 9, 564 (1998).

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D.C. Muchmore, Org. Synth., Coll. Vol. 6, 762 (1988).

P.A. Wender, A.W. White, F.E. McDonald, Org. Synth., Coll. Vol. 9, 350 (1998).

T. Hayashi, M. Takahashi, Y. Takaya, M. Ogasawara, Org. Synth., Coll. Vol. 10, 609 (2004).

R.C. Sun, M. Okabe, D.L. Coffen, J. Schwartz, Org. Synth., Coll. Vol. 9, 640 (1998).

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R.K. Boeckman, Jr., D.M. Blum, Org. Synth., Coll. Vol. 6, 666 (1988).

Robinson環化と類似反応

S. Ramachandran, M.S. Newman, Org. Synth., Coll. Vol. 5, 486 (1973).

エナミンを用いる環化

R.L. Augustine, J.A. Caputo, Org. Synth., Coll. Vol. 5, 869 (1973).

V.V. Kane, M. Jones, Jr., Org. Synth., Coll. Vol. 7, 473 (1990).

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G. Revial, M. Pfau, Org. Synth., Coll. Vol. 9, 610 (1998).

Y. Chan, W.W. Epstein, Org. Synth., Coll. Vol. 6, 496 (1988).

R.D. Burpitt, J.G. Thweatt, Org. Synth., Coll. Vol. 5, 277 (1973).

エノールシリルエーテルの付加

K. Narasaka, Org. Synth., Coll. Vol. 8, 210 (1993).

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M. Miyashita, T. Yanami, A. Yoshikoshi, Org. Synth., Coll. Vol. 7, 414 (1990).