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Volumn 50, Issue 20, 1985, Pages 3692-3698

New Synthetic Methods. Conjugate Addition of Alkyl Groups to Electron Deficient Olefins with Nitroalkanes as Alkyl Anion Equivalents

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EID: 0001215973     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00220a003     Document Type: Article
Times cited : (71)

References (31)
  • 2
    • 0002563073 scopus 로고
    • (b) House, H. O. Acc. Chem. Res. 1976, 9, 59. (c) Yamamoto, Y.; Yamamoto, S.; Yatagai, H.; Ishihara, Y.; Maruyama, K. J. Org. Chem. 1982, 47, 119. (d) Clive, D. L. J.; Farina, V.; Beaulieu, P. L. J. Am. Chem. Soc. 1982, 47, 2572. (e) Lipshutz, B. H.; Wilhelm, R. S.; Kozlowski, J. A. J. Am. Chem. Soc. 1984, 49, 3938.
    • Posner, G. H. Org. React. 1972, 19, 1. (b) House, H. O. Acc. Chem. Res. 1976, 9, 59. (c) Yamamoto, Y.; Yamamoto, S.; Yatagai, H.; Ishihara, Y.; Maruyama, K. J. Org. Chem. 1982, 47, 119. (d) Clive, D. L. J.; Farina, V.; Beaulieu, P. L. J. Am. Chem. Soc. 1982, 47, 2572. (e) Lipshutz, B. H.; Wilhelm, R. S.; Kozlowski, J. A. J. Am. Chem. Soc. 1984, 49, 3938.
    • (1972) Org. React. , vol.19 , pp. 1
    • Posner, G.H.1
  • 3
    • 85022568883 scopus 로고    scopus 로고
    • Although conjugate addition of organometallic reagents to a, β- unsaturated carbonyl compounds has been well studied, other types of conjugate addition are little known
    • see ref 2
    • Although conjugate addition of organometallic reagents to a, β- unsaturated carbonyl compounds has been well studied, other types of conjugate addition are little known, see ref 2.
  • 4
    • 0000833527 scopus 로고
    • (b) Block, E. “Reactions of Organosulfur Compounds' Academic Press: New York, 1978. (c) Stowell, J. C. “Carbanions in Organic Synthesis”; John Wiley and Sons: New York, 1979.
    • Magnus, P. D. Tetrahedron 1977, 33, 2019. (b) Block, E. “Reactions of Organosulfur Compounds' Academic Press: New York, 1978. (c) Stowell, J. C. “Carbanions in Organic Synthesis”; John Wiley and Sons: New York, 1979.
    • (1977) Tetrahedron , vol.33 , pp. 2019
    • Magnus, P.D.1
  • 5
    • 0141826072 scopus 로고
    • First clean denitrohydrogenation was reported in 1978
    • by N. Kornblum, where MeSNa was used as a reducing agent J. Am. Chem. Soc. 1979, 101, 647.
    • First clean denitrohydrogenation was reported in 1978 by N. Kornblum, where MeSNa was used as a reducing agent: Kornblum, N.; Carlson, S. C.; Smith, R. G. J. Am. Chem. Soc. 1978,100, 289: J. Am. Chem. Soc. 1979, 101, 647.
    • (1978) J. Am. Chem. Soc. , vol.100 , pp. 289
    • Kornblum, N.1    Carlson, S.C.2    Smith, R.G.3
  • 6
    • 85022557984 scopus 로고    scopus 로고
    • The nitro compounds used for denitration in ref 6 were mostly tertiary and activated compounds
    • 1
    • 1
  • 8
    • 85022524154 scopus 로고
    • 3CN system is very effective for the Michael addition to less reactive olefins
    • 3CN system is very effective for the Michael addition to less reactive olefins.
    • (1984) Synthesis , vol.226
    • Ono, N.1    Kamimura, A.2    Kaji, A.3
  • 9
    • 85022493361 scopus 로고    scopus 로고
    • 2CuLi gives ketones as a main product
    • 2e
    • 2e
  • 10
    • 0000634441 scopus 로고
    • 2CuLi to α,β-unsaturated sulfoxides
    • see Ed.; Academic Press: New York
    • 2CuLi to α,β-unsaturated sulfoxides; see: Posner, G. H. “Asymmetric Synthesis”; Morrison, J. D., Ed.; Academic Press: New York, 1983: Vol 2, pp 225–241.
    • (1983) Asymmetric Synthesis , vol.2 , pp. 225-241
    • Posner, G.H.1    Morrison, J.D.2
  • 11
    • 0013557055 scopus 로고
    • and ref 2a
    • Liu, S. H. J. Org. Chem. 1977, 42, 3209 and ref 2a.
    • (1977) J. Org. Chem. , vol.42 , pp. 3209
    • Liu, S.H.1
  • 13
    • 37049121125 scopus 로고    scopus 로고
    • The reactions of a benzyl organometallic reagent are often encountered by side reactions such as ortho attack
    • see and references there in
    • The reactions of a benzyl organometallic reagent are often encountered by side reactions such as ortho attack; see: Danishefsky, S.; Migdalof, B. M. J. Chem. Soc., Chem. Commun. 1969, 1107 and references there in.
    • J. Chem. Soc., Chem. Commun. , vol.1969 , pp. 1107
    • Danishefsky, S.1    Migdalof, B.M.2
  • 14
    • 0038827641 scopus 로고
    • (b) Gutierrez, C. G.; Summerhays, L. R. J. Org. Chem. 1984, 49, 5206.
    • Ueno, Y.; Miyano, T.; Okawara, M. Tetrahedron Lett. 1982, 23, 443. (b) Gutierrez, C. G.; Summerhays, L. R. J. Org. Chem. 1984, 49, 5206.
    • (1982) Tetrahedron Lett. , vol.23 , pp. 443
    • Ueno, Y.1    Miyano, T.2    Okawara, M.3
  • 15
    • 85022531928 scopus 로고
    • Houben-Weyl, “Methoden der Organischen Chemie
    • 4th ed. Muller, E., Ed.; George Thieme Verlag: Stuttgart, Part I
    • Houben-Weyl, “Methoden der Organischen Chemie”, 4th ed.; Muller, E., Ed.; George Thieme Verlag: Stuttgart, 1971; Part I, Vol. 10.
    • (1971) , vol.10
  • 17
    • 0000903187 scopus 로고
    • 3SnH gives allyl stannane via an sh2' process
    • 3SnH gives allyl stannane via an sh2' process; see: Ueno, Y.; Okawara, M.J. Am. Chem. Soc. 1979, 101, 1893.
    • (1979) J. Am. Chem. Soc. , vol.101 , pp. 1893
    • Ueno, Y.1    Okawara, M.2
  • 18
    • 85022495523 scopus 로고
    • Recently, we have found that the nitro group of allylic nitro compounds is regioselectively denitrated by palladium-catalyzed reaction
    • 13th Symposium on Organometallic Chemistry Kyoto: Japan Abstract
    • Recently, we have found that the nitro group of allylic nitro compounds is regioselectively denitrated by palladium-catalyzed reaction: see: Ono, N.; Hamamoto, I.; Kaji, A. “13th Symposium on Organometallic Chemistry' Kyoto: Japan, 1983; Abstract p. 238.
    • (1983) , pp. 238
    • Ono, N.1    Hamamoto, I.2    Kaji, A.3
  • 21
    • 0000485677 scopus 로고
    • b) Ranganathan, D.; Rao, C. B.; Ranganathan, S.; Mehrotra, A. K.; Iyengar R. J. Am. Chem. Soc. 1980, 45, 1185.
    • Kaplan, R. B.; Shechter, H. J. Org. Chem. 1961, 70, 3571. (b) Ranganathan, D.; Rao, C. B.; Ranganathan, S.; Mehrotra, A. K.; Iyengar R. J. Am. Chem. Soc. 1980, 45, 1185.
    • (1961) J. Org. Chem. , vol.70 , pp. 3571
    • Kaplan, R.B.1    Shechter, H.2


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