메뉴 건너뛰기




Volumn 42, Issue 9, 2001, Pages 1725-1728

Stereoselective synthesis of nonracemic 1,3-amino alcohols from chiral 2-vinylaziridines by InI-Pd(0)-promoted metalation

Author keywords

Allylmetal; Amino alcohol; Indium and compounds; Nucleophilic addition; Umpolung

Indexed keywords

2 VINYL 1,3 AMINO ALCOHOL; 2 VINYLAZIRIDINE DERIVATIVE; ALCOHOL DERIVATIVE; ALDEHYDE; ALLYL COMPOUND; AMINE; IODINE DERIVATIVE; PALLADIUM COMPLEX; UNCLASSIFIED DRUG; VINYL DERIVATIVE;

EID: 0035951966     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)02334-0     Document Type: Article
Times cited : (43)

References (26)
  • 16
    • 0005888740 scopus 로고    scopus 로고
    • 4 reagent. Contrary to our results, the reaction of cis- and trans-ethynylaziridines provided different diastereomers as a major product, respectively:
    • 4 reagent. Contrary to our results, the reaction of cis- and trans-ethynylaziridines provided different diastereomers as a major product, respectively: Ohno H., Hamaguchi H., Tanaka T. Org. Lett. 2:2000;2161-2163.
    • (2000) Org. Lett. , vol.2 , pp. 2161-2163
    • Ohno, H.1    Hamaguchi, H.2    Tanaka, T.3
  • 24
    • 0342663640 scopus 로고    scopus 로고
    • 1H NMR spectra.
    • 1H NMR spectra.
  • 25
    • 0343969709 scopus 로고    scopus 로고
    • The different outcome of 8 and 10 might be attributed to the corresponding allylindium intermediates bearing anionic and neutral species of the Boc group. The anionic species of the N-protecting groups tend to decrease the regio- and stereoselectivity (entries 1, 6, and 8).
    • The different outcome of 8 and 10 might be attributed to the corresponding allylindium intermediates bearing anionic and neutral species of the Boc group. The anionic species of the N-protecting groups tend to decrease the regio- and stereoselectivity (entries 1, 6, and 8).
  • 26
    • 0002446724 scopus 로고
    • In Trost, B. M.; Fleming, I., Ed.; Pergamon Press: New York, Another six-membered boat-like T.S.-model, where the allylindium reagents possess a (Z)-configuration and coordinate to the amido group, could not be excluded
    • Roush, W. R. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I., Ed.; Pergamon Press: New York, 1991; Vol. 2, pp. 1-53. Another six-membered boat-like T.S.-model, where the allylindium reagents possess a (Z)-configuration and coordinate to the amido group, could not be excluded.
    • (1991) Comprehensive Organic Synthesis , vol.2 , pp. 1-53
    • Roush, W.R.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.