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Volumn 70, Issue 12, 2005, Pages 4667-4675

Stereochemistry of the macrocyclization and elimination steps in taxadiene biosynthesis through deuterium labeling

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; BIOSYNTHESIS; CATALYSIS; DEUTERIUM; ENZYMES; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION KINETICS;

EID: 20344394434     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0502091     Document Type: Article
Times cited : (48)

References (78)
  • 15
    • 19744366357 scopus 로고    scopus 로고
    • The stereochemistry of the transient verticillen-12-yl ion intermediate was inferred to have the bridgehead hydrogens in a trans 1βH/ 11αH relationship by TS-catalyzed cyclization of 6-fluoroGGPP to 7-fluoroverticilla- 3(4),7(8),11(12)-triene. See: Jin, Y.; Williams, D. C.; Croteau, R.; Coates, R. M. J. Am. Chem. Soc. 2005, 127, 7834.
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 7834
    • Jin, Y.1    Williams, D.C.2    Croteau, R.3    Coates, R.M.4
  • 22
    • 20344384928 scopus 로고    scopus 로고
    • Barton, D., Nakanishi, K., Eds.; Elsevier: Amsterdam (Cane, D. E., Ed.), Chapter 8
    • MacMillan, J. A. In Comprehensive Natural Products Chemistry; Barton, D., Nakanishi, K., Eds.; Elsevier: Amsterdam, 1999; Vol. 2 (Cane, D. E., Ed.), Chapter 8.
    • (1999) Comprehensive Natural Products Chemistry , vol.2
    • MacMillan, J.A.1
  • 32
    • 20344400791 scopus 로고
    • Intramolecular proton transfers have been observed in cyclizations brought about by abietadiene and pentalenene synthases. See refs 17 and: Cane, D. E.; Weiner, S. E. Can. J. Chem. 1994, 72, 188.
    • (1994) Can. J. Chem. , vol.72 , pp. 188
    • Cane, D.E.1    Weiner, S.E.2
  • 67
    • 0001771128 scopus 로고
    • Herz, W., Kirby, G. W., Moore, R. E., Steglich, W., Tamm, Ch., Eds); Springer: Vienna
    • (c) Asakawa, Y. In Progress in the Chemistry of Natural Products; Herz, W., Kirby, G. W., Moore, R. E., Steglich, W., Tamm, Ch., Eds); Springer: Vienna, 1995; Vol. 65, p 1.
    • (1995) Progress in the Chemistry of Natural Products , vol.65 , pp. 1
    • Asakawa, Y.1
  • 71
    • 20344380352 scopus 로고    scopus 로고
    • note
    • 9


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.