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Volumn 37, Issue 47, 1996, Pages 8585-8588

Remote, 1,5-anti stereoinduction in the boron-mediated aldol reactions of β-oxygenated methyl ketones

Author keywords

[No Author keywords available]

Indexed keywords

POLYOL;

EID: 0041790924     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01962-4     Document Type: Article
Times cited : (168)

References (31)
  • 17
    • 0011831639 scopus 로고    scopus 로고
    • All new compounds gave spectroscopic data in agreement with the assigned structures
    • 9. All new compounds gave spectroscopic data in agreement with the assigned structures.
  • 18
    • 0011825711 scopus 로고    scopus 로고
    • 4) and concentrated in vacuo.
    • 4) and concentrated in vacuo. Purification by silica gel chromatography gave the aldol adducts.
  • 19
    • 33748645648 scopus 로고
    • 11. For previous examples of low levels of 1,5-asymmetric induction observed in the boron aldol reactions of β-oxygenated methyl ketones under substrate control, see ref 3. Masamune has reported a highly selective aldol coupling in the context of the synthesis of calyculin A, which leads to a 1,5-anti relationship. However, here reinforcing Felkin-Anh control from the chiral aldehyde partner is likely to be important. Tanimoto, N.; Gerritz, S. W.; Sawabe, A.; Noda, T.; Filla, S. A.; Masamune, S. Angew. Chem., Int. Ed. Engl. 1994, 33, 673.
    • (1994) Angew. Chem., Int. Ed. Engl. , vol.33 , pp. 673
    • Tanimoto, N.1    Gerritz, S.W.2    Sawabe, A.3    Noda, T.4    Filla, S.A.5    Masamune, S.6
  • 28
    • 85136554267 scopus 로고    scopus 로고
    • 13C NMR analysis of the corresponding acetonides (cf. ref 14)
    • 13C NMR analysis of the corresponding acetonides (cf. ref 14).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.