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Volumn 4, Issue 20, 2002, Pages 3447-3449

Stereoselective synthesis of microcarpalide

Author keywords

[No Author keywords available]

Indexed keywords

ALKANE; MICROCARPALIDE; SINGLE HETEROCYCLIC RINGS;

EID: 0037015429     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0265463     Document Type: Article
Times cited : (81)

References (31)
  • 8
    • 0030994242 scopus 로고    scopus 로고
    • Racemization of aldehyde 8 was minimized when N,N-diisopropyl ethylamine was used as the base (ee of 8 was judged to be ≥98% in an indirect way, because no minor stereoisomers were detected by high-field NMR analysis of crude ester 10)
    • Dondoni, A.; Perrone D. Synthesis 1997, 527-529. Racemization of aldehyde 8 was minimized when N,N-diisopropyl ethylamine was used as the base (ee of 8 was judged to be ≥98% in an indirect way, because no minor stereoisomers were detected by high-field NMR analysis of crude ester 10).
    • (1997) Synthesis , pp. 527-529
    • Dondoni, A.1    Perrone, D.2
  • 26
    • 0037134804 scopus 로고    scopus 로고
    • For creation of medium-sized rings via RCM and previous examples of reversibility during these processes, see pertinent citations in this paper. Catalyst A is also able to induce E-Z isomerizations
    • Fürstner, A.; Radkowski, K., Wirtz, C.; Goddard, R.; Lehmann, C. W.; Mynott, R. J. Am. Chem. Soc. 2002, 124, 7061-7069. For creation of medium-sized rings via RCM and previous examples of reversibility during these processes, see pertinent citations in this paper. Catalyst A is also able to induce E-Z isomerizations:
    • (2002) Am. Chem. Soc. , vol.124 , pp. 7061-7069
    • Fürstner, A.1    Radkowski, K.2    Wirtz, C.3    Goddard, R.4    Lehmann, C.W.5    Mynott, R.J.6
  • 27
    • 0032698282 scopus 로고    scopus 로고
    • Fürstner, A.; Radkowski, K., Wirtz, C.; Goddard, R.; Lehmann, C. W.; Mynott, R. J. Am. Chem. Soc. 2002, 124, 7061-7069. For creation of medium-sized rings via RCM and previous examples of reversibility during these processes, see pertinent citations in this paper. Catalyst A is also able to induce E-Z isomerizations: Kalesse, M.; Quitschalle, M.; Claus, M.; Gerlach, K.; Pahl, A.; Meyer, H. H. Eur. J. Org. Chem. 1999, 2817-2823. Kalesse, M.; Quitschalle, M.; Claus, M.; Gerlach, K.; Pahl, A.; Meyer, H. H. Eur. J. Org. Chem. 1999, 2817-2823.
    • (1999) Eur. J. Org. Chem. , pp. 2817-2823
    • Kalesse, M.1    Quitschalle, M.2    Claus, M.3    Gerlach, K.4    Pahl, A.5    Meyer, H.H.6
  • 28
    • 0041314983 scopus 로고    scopus 로고
    • note
    • Theoretical calculations were first performed at the semiempirical level (AM1) and gave a difference in energy contents of 2 kcal/mol between both stereoisomers. When the calculations were made with ab initio methods (HF/3-21G), the difference turned out to be 1.9 kcal/mol.
  • 30
    • 0019119461 scopus 로고
    • Naito, H.; Kawahara, E.; Maruta, K.; Maeda, M.; Sasaki, S. J. Org. Chem. 1995, 60, 4419-4427. See also: Fuji, K.; Kawabata, T.; Fujita, E. Chem. Pharm. Bull. 1980, 28, 3662-3664. See also: Fuji, K.; Kawabata, T.; Fujita, E. Chem. Pharm. Bull. 1980, 28, 3662-3664.
    • (1980) Chem. Pharm. Bull. , vol.28 , pp. 3662-3664
    • Fuji, K.1    Kawabata, T.2    Fujita, E.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.