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Volumn 39, Issue 8, 1998, Pages 737-740

Exploring functional and molecular diversity with polymer-bound p-alkoxybenzyl ethers - Scope and applicaitons of preparatively useful organic reactions

Author keywords

[No Author keywords available]

Indexed keywords

4 ALKOXYBENZYL ETHER; POLYMER; RESIN; UNCLASSIFIED DRUG;

EID: 0032546065     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10685-2     Document Type: Article
Times cited : (37)

References (29)
  • 3
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    • b. Hermkens, P. H. H.; Ottenheijm, H. C. J.; Rees, D. Tetrahedron 1997, 53, 5643; 1996, 52, 4527.
    • (1996) Tetrahedron , vol.52 , pp. 4527
  • 5
    • 0001926444 scopus 로고
    • Gross, E.; Meienhofer, J. Eds. Academic Press, New York
    • b. For a review of the application of the Merrifield resin in solid phase peptide synthesis, see: Barany, G.; Merrifield, R. B. in The Peptides, 2, 1-284, 1980, Gross, E.; Meienhofer, J. Eds. Academic Press, New York.
    • (1980) The Peptides , vol.2 , pp. 1-284
    • Barany, G.1    Merrifield, R.B.2
  • 6
    • 4244006653 scopus 로고    scopus 로고
    • 3. See for example: a. Chem. Rev. 1997, 97 (2);
    • (1997) Chem. Rev. , vol.97 , Issue.2
  • 7
    • 0006988850 scopus 로고    scopus 로고
    • Feb. 24
    • b. Borman, S. C&EN, 1997, Feb. 24, 43;
    • (1997) C&EN , pp. 43
    • Borman, S.1
  • 8
    • 0000960658 scopus 로고    scopus 로고
    • c. Acc. Chem. Res. 1996, 29 (3), 111 ;
    • (1996) Acc. Chem. Res. , vol.29 , Issue.3 , pp. 111
  • 11
    • 0028088788 scopus 로고
    • 5. For an example of transesterification with release of the new ester from the resin, see: Frenette, R.; Friesen, R. W.; Tetrahedron Lett. 1994, 35, 9177.
    • (1994) Tetrahedron Lett. , vol.35 , pp. 9177
    • Frenette, R.1    Friesen, R.W.2
  • 15
    • 0010703881 scopus 로고    scopus 로고
    • note
    • 9. For an amidation reaction of an ester-bound substrate, see ref. 8.
  • 16
    • 0010666646 scopus 로고    scopus 로고
    • note
    • 10. Quinic acid N-benzylamide was synthesized as follows: (Equation Presented)
  • 18
    • 0029011229 scopus 로고
    • 12. For examples of Mitsunobu reactions on solid support, see: a. Rano, T. A.; Chapman, K. T. Tetrahedron Lett. 1995, 36, 3789;
    • (1995) Tetrahedron Lett. , vol.36 , pp. 3789
    • Rano, T.A.1    Chapman, K.T.2
  • 22
    • 0000590383 scopus 로고
    • 14. The presence of pyridine during ozonolysis is considered to play a key role in protecting the resin from oxidation. For the use of pyridine in ozonolysis, see: Slomp, Jr.; Johnson, J. L. J. Am. Chem. Soc. 1958, 80, 915.
    • (1958) J. Am. Chem. Soc. , vol.80 , pp. 915
    • Slomp, Jr.1    Johnson, J.L.2
  • 24
    • 33748519998 scopus 로고
    • 15. Sylvain, C.; Wagner, A.; Mioskowski, C. Tetrahedron Lett. 1997, 38, 1043; see also Fréchet, J. M.; Schuerch, C. Carbohydr. Res. 1972, 22, 399.
    • (1972) Carbohydr. Res. , vol.22 , pp. 399
    • Fréchet, J.M.1    Schuerch, C.2
  • 25
    • 0010703650 scopus 로고    scopus 로고
    • note
    • 16. The reaction has not been optimized since ∼20% unreduced aldehyde was also present.
  • 28
    • 0029030381 scopus 로고
    • see also ref. 18; and references cited therein
    • 19. For examples of Heck reactions on solid support, see: Hiroshige, M.; Hauske, J. R.; Zhou, P.; Tetrahedron Lett. 1995, 36, 4567; see also ref. 18; and references cited therein.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 4567
    • Hiroshige, M.1    Hauske, J.R.2    Zhou, P.3
  • 29
    • 0010703104 scopus 로고    scopus 로고
    • note
    • 20. The purity of the products was ascertained by HPLC (>90%) as well as by comparison with authentic samples.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.