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Volumn 342, Issue 4, 2000, Pages 340-347

The Growing Synthetic Utility of Weinreb's Amide

Author keywords

Aldehydes; Amides; Amino aldehydes; Ketones; Weinreb amides

Indexed keywords


EID: 0346346425     PISSN: 16154150     EISSN: None     Source Type: Journal    
DOI: 10.1002/(sici)1521-3897(200004)342:4<340::aid-prac340>3.3.co;2-t     Document Type: Article
Times cited : (139)

References (104)
  • 2
    • 21144468068 scopus 로고
    • a) For a review concerning the synthesis and chemistry of N-Methoxy-N-methyl amides see M. P. Sibi, Org. Prep. Proced. Intl. 1993, 25, 15;
    • (1993) Org. Prep. Proced. Intl. , vol.25 , pp. 15
    • Sibi, M.P.1
  • 21
    • 0030819811 scopus 로고    scopus 로고
    • Although the work in this paper aims at one pot solid phase synthesis of ketones from esters, the entire success exclusively relies on the in situ formation of N-methoxy-N-methyl amide from the ester based on William et al. procedure [Ref 6]
    • O. B. Wallace Tetrahedron Lett. 1997, 38, 4939. Although the work in this paper aims at one pot solid phase synthesis of ketones from esters, the entire success exclusively relies on the in situ formation of N-methoxy-N-methyl amide from the ester based on William et al. procedure [Ref 6].
    • (1997) Tetrahedron Lett. , vol.38 , pp. 4939
    • Wallace, O.B.1
  • 30
    • 0345871181 scopus 로고    scopus 로고
    • note
    • Although apparently the main objective of the work described in all the references from 20 to 32 is not concerning WA, but buried in the contents of the work, whenever WA was needed from the acids the respective coupling agents mentioned in the review was used for the purpose.
  • 31
    • 85088883029 scopus 로고    scopus 로고
    • note
    • 6: Benzotriazol-1-yloxytris (dimethylamino)-phosphonium hexafluorophosphate, CDI: N,N′-Carbonyldiimidazole, TPP: Triphenylphosphine.
  • 66
    • 0032560770 scopus 로고    scopus 로고
    • Representative examples for applications of WA in ketone synthesis. a) Y. G. Suh, J. K. Jung, B.-C. Suh, Y-C. Lee, S. A. Kim, Tetrahedron Lett. 1998, 39, 5377; b) C. Agami, F. Couty, H. Mathieu, Tetrahedron Lett. 1998, 39, 3505; c) R. Berenguer, M. Cavero, J. Garcia, M. Munoz, Tetrahedron Lett. 1998, 39, 2183; d) K. Turnbull, C. Sun, D. M. Krein, Tetrahedron Lett. 1998, 39, 1509; e) Also see : Ref 4b, 5f, 9, 20c, 21a, 24, 27b, 30a
    • (1998) Tetrahedron Lett. , vol.39 , pp. 5377
    • Suh, Y.G.1    Jung, J.K.2    Suh, B.-C.3    Lee, Y.-C.4    Kim, S.A.5
  • 67
    • 0032554992 scopus 로고    scopus 로고
    • Representative examples for applications of WA in ketone synthesis. a) Y. G. Suh, J. K. Jung, B.-C. Suh, Y-C. Lee, S. A. Kim, Tetrahedron Lett. 1998, 39, 5377; b) C. Agami, F. Couty, H. Mathieu, Tetrahedron Lett. 1998, 39, 3505; c) R. Berenguer, M. Cavero, J. Garcia, M. Munoz, Tetrahedron Lett. 1998, 39, 2183; d) K. Turnbull, C. Sun, D. M. Krein, Tetrahedron Lett. 1998, 39, 1509; e) Also see : Ref 4b, 5f, 9, 20c, 21a, 24, 27b, 30a
    • (1998) Tetrahedron Lett. , vol.39 , pp. 3505
    • Agami, C.1    Couty, F.2    Mathieu, H.3
  • 68
    • 0032499134 scopus 로고    scopus 로고
    • Representative examples for applications of WA in ketone synthesis. a) Y. G. Suh, J. K. Jung, B.-C. Suh, Y-C. Lee, S. A. Kim, Tetrahedron Lett. 1998, 39, 5377; b) C. Agami, F. Couty, H. Mathieu, Tetrahedron Lett. 1998, 39, 3505; c) R. Berenguer, M. Cavero, J. Garcia, M. Munoz, Tetrahedron Lett. 1998, 39, 2183; d) K. Turnbull, C. Sun, D. M. Krein, Tetrahedron Lett. 1998, 39, 1509; e) Also see : Ref 4b, 5f, 9, 20c, 21a, 24, 27b, 30a
    • (1998) Tetrahedron Lett. , vol.39 , pp. 2183
    • Berenguer, R.1    Cavero, M.2    Garcia, J.3    Munoz, M.4
  • 69
    • 0032546336 scopus 로고    scopus 로고
    • Representative examples for applications of WA in ketone synthesis. a) Y. G. Suh, J. K. Jung, B.-C. Suh, Y-C. Lee, S. A. Kim, Tetrahedron Lett. 1998, 39, 5377; b) C. Agami, F. Couty, H. Mathieu, Tetrahedron Lett. 1998, 39, 3505; c) R. Berenguer, M. Cavero, J. Garcia, M. Munoz, Tetrahedron Lett. 1998, 39, 2183; d) K. Turnbull, C. Sun, D. M. Krein, Tetrahedron Lett. 1998, 39, 1509; e) Also see : Ref 4b, 5f, 9, 20c, 21a, 24, 27b, 30a
    • (1998) Tetrahedron Lett. , vol.39 , pp. 1509
    • Turnbull, K.1    Sun, C.2    Krein, D.M.3
  • 70
    • 0032560770 scopus 로고    scopus 로고
    • Also see : Ref 4b, 5f, 9, 20c, 21a, 24, 27b, 30a
    • Representative examples for applications of WA in ketone synthesis. a) Y. G. Suh, J. K. Jung, B.-C. Suh, Y-C. Lee, S. A. Kim, Tetrahedron Lett. 1998, 39, 5377; b) C. Agami, F. Couty, H. Mathieu, Tetrahedron Lett. 1998, 39, 3505; c) R. Berenguer, M. Cavero, J. Garcia, M. Munoz, Tetrahedron Lett. 1998, 39, 2183; d) K. Turnbull, C. Sun, D. M. Krein, Tetrahedron Lett. 1998, 39, 1509; e) Also see : Ref 4b, 5f, 9, 20c, 21a, 24, 27b, 30a
  • 74
    • 0347762652 scopus 로고    scopus 로고
    • note
    • The following amides are commercially available from Aldrich: a) N-(tert-Butoxycarbonyl)glycine N′-methoxy-N′-methyl-amide.
  • 75
    • 0345871152 scopus 로고    scopus 로고
    • N-(tert-Butoxycarbonyl)-L-alanine-N′-methoxy-N′-methyl-amide
    • b) N-(tert-Butoxycarbonyl)-L-alanine-N′-methoxy-N′-methyl-amide.
  • 76
    • 0347132363 scopus 로고    scopus 로고
    • N-(tert-Butoxycarbonyl)-L-valine-N′-methoxy-N′-methyl-amide
    • c) N-(tert-Butoxycarbonyl)-L-valine-N′-methoxy-N′-methyl-amide.
  • 77
    • 0347762655 scopus 로고    scopus 로고
    • N-(tert-Butoxycarbonyl)-L-Leucine-N′-methoxy-N′-methyl-amide
    • d) N-(tert-Butoxycarbonyl)-L-Leucine-N′-methoxy-N′-methyl-amide.
  • 78
    • 0347762653 scopus 로고    scopus 로고
    • N-(tert-Butoxycarbonyl)-L-proline-N′-methoxy-N′-methyl-amide
    • e) N-(tert-Butoxycarbonyl)-L-proline-N′-methoxy-N′-methyl-amide.
  • 81
    • 0344610754 scopus 로고
    • A claim has been made that the procedure works well on 1 Kilogram scale also
    • O. P. Goel, U. Krolls, M. Sterr, S. Kesten, Org. Synth. 1989, 67, 69; A claim has been made that the procedure works well on 1 Kilogram scale also.
    • (1989) Org. Synth. , vol.67 , pp. 69
    • Goel, O.P.1    Krolls, U.2    Sterr, M.3    Kesten, S.4
  • 95
    • 1542638697 scopus 로고    scopus 로고
    • for other use of reagent 36
    • R. Tillyer, L. E. Frey, D. M. Tschaen, U-H. Dolling, Synlett 1996, 225. See also M. A. Tius, J. Busch-Petersen, Synlett 1997, 531 for other use of reagent 36.
    • (1997) Synlett , pp. 531
    • Tius, M.A.1    Busch-Petersen, J.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.