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Volumn 72, Issue 21, 2007, Pages 8046-8053

Tetrahydrofuran Cα-tetrasubstituted amino acids: Two consecutive β-turns in a crystalline linear tripeptide

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDES; ALKYLATION; AMIDES; AMINO ACIDS; CATALYSIS; HYDROGEN BONDS; PALLADIUM COMPOUNDS; PEPTIDES;

EID: 35348843987     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo701423w     Document Type: Article
Times cited : (27)

References (73)
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    • The effect of chirality in the side chain on the screw sense of the helix is of particular interest. For leading references, see: Tanaka, M, Demizu, Y, Doi, M, Kurihara, M, Suemune, H. Angew. Chem, Int. Ed. 2004, 43, 5360-5363
    • (b) The effect of chirality in the side chain on the screw sense of the helix is of particular interest. For leading references, see: Tanaka, M.; Demizu, Y.; Doi, M.; Kurihara, M.; Suemune, H. Angew. Chem., Int. Ed. 2004, 43, 5360-5363.
  • 32
    • 0014413467 scopus 로고    scopus 로고
    • The β-turn motif was initially recognized in silk proteins by Geddes: Geddes, A. J.; Parker, K. D.; Atkins, E. D.; Beighton, E. J. Mol. Biol. 1968, 32, 343-358.
    • (b) The β-turn motif was initially recognized in silk proteins by Geddes: Geddes, A. J.; Parker, K. D.; Atkins, E. D.; Beighton, E. J. Mol. Biol. 1968, 32, 343-358.
  • 33
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    • And later stereochemically defined by Venkatachalam: Venkatachalam, C. M. Biopolymers 1968, 6, 1425-1436.
    • (c) And later stereochemically defined by Venkatachalam: Venkatachalam, C. M. Biopolymers 1968, 6, 1425-1436.
  • 52
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    • and related references cited therein
    • (a) Rai, R.; Raghothama, S.; Balaram, P. J. Am. Chem. Soc. 2006, 128, 2675-2681 and related references cited therein.
    • (2006) J. Am. Chem. Soc , vol.128 , pp. 2675-2681
    • Rai, R.1    Raghothama, S.2    Balaram, P.3
  • 54
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    • The use of sulfur ylides in synthesis is well known. Typical applications are the preparation of epoxides and more recently cyclopropane rings. (a) Corey, E. J.; Chaykovsky, M. J. Am. Chem. Soc. 1965, 87, 1345-1353.
    • The use of sulfur ylides in synthesis is well known. Typical applications are the preparation of epoxides and more recently cyclopropane rings. (a) Corey, E. J.; Chaykovsky, M. J. Am. Chem. Soc. 1965, 87, 1345-1353.
  • 57
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    • For recent reviews, see:, Padwa, A, Bellus, D, Eds, George Thieme Verlag
    • (d) For recent reviews, see: Aggarwal, V. K.; Richardson, J. In Science of Synthesis; Padwa, A., Bellus, D., Eds.; George Thieme Verlag, 2004; Vol. 27, pp 21-105.
    • (2004) Science of Synthesis , vol.27 , pp. 21-105
    • Aggarwal, V.K.1    Richardson, J.2
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    • No higher oligomers were observed, even if the reaction was performed on large scale or at higher concentrations. The intramolecular substitution is significantly favored over any intermolecular substitution reaction
    • No higher oligomers were observed, even if the reaction was performed on large scale or at higher concentrations. The intramolecular substitution is significantly favored over any intermolecular substitution reaction.
  • 63
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    • Basic hydrolysis of the benzyl ester of compound 4a by KOH affords the product in only 24% yield.
    • Basic hydrolysis of the benzyl ester of compound 4a by KOH affords the product in only 24% yield.
  • 69
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    • The torsion angles closely resemble the ideal values of, 60°, 30° and, 90°, 0°
    • The torsion angles closely resemble the ideal values of (-60°, -30°) and (-90°, 0°).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.