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Volumn 13, Issue 10, 2011, Pages 2606-2609

Highly diastereoselective and stereodivergent dihydroxylations of acyclic allylic amines: Application to the asymmetric synthesis of 3,6-dideoxy-3-amino- l-talose

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EID: 79956116980     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol200717n     Document Type: Article
Times cited : (28)

References (39)
  • 10
    • 79956153993 scopus 로고    scopus 로고
    • 4 gave (R)- N -benzyl- N -(α-methylbenzyl)amine; subsequent deprotonation with BuLi in THF generated a pink solution of lithium (R)- N -benzyl- N -(α-methylbenzyl) amide 3.
    • 4 gave (R)- N -benzyl- N -(α-methylbenzyl)amine; subsequent deprotonation with BuLi in THF generated a pink solution of lithium (R)- N -benzyl- N -(α-methylbenzyl) amide 3.
  • 26
    • 79956131251 scopus 로고    scopus 로고
    • Treatment of diol 7 with TFA-promoted lactonization to give 8 as the major product. The absolute configuration within lactone 8 has previously been unambiguously established by conversion to methyl d -3- epi -daunosaminide hydrochloride; see ref 12.
    • Treatment of diol 7 with TFA-promoted lactonization to give 8 as the major product. The absolute configuration within lactone 8 has previously been unambiguously established by conversion to methyl d -3- epi -daunosaminide hydrochloride; see ref 12.
  • 27
    • 79956103281 scopus 로고    scopus 로고
    • Crystallographic data (excluding structure factors) have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC 814127.
    • Crystallographic data (excluding structure factors) have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC 814127.
  • 29
    • 79956152793 scopus 로고    scopus 로고
    • Crystallographic data (excluding structure factors) have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC 805287.
    • Crystallographic data (excluding structure factors) have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC 805287.
  • 30
    • 79956143718 scopus 로고    scopus 로고
    • Crystallographic data (excluding structure factors) have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC 805286.
    • Crystallographic data (excluding structure factors) have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC 805286.
  • 31
    • 0141975279 scopus 로고    scopus 로고
    • 4/TMEDA complex in a range of cyclic systems, with generally poor diastereodivergency between the two dihydroxylation protocols being noted, see
    • 4/TMEDA complex in a range of cyclic systems, with generally poor diastereodivergency between the two dihydroxylation protocols being noted, see: Donohoe, T. J.; Mitchell, L.; Waring, M. J.; Helliwell, M.; Bell, A.; Newcombe, N. J. Org. Biomol. Chem. 2003, 1, 2173
    • (2003) Org. Biomol. Chem. , vol.1 , pp. 2173
    • Donohoe, T.J.1    Mitchell, L.2    Waring, M.J.3    Helliwell, M.4    Bell, A.5    Newcombe, N.J.6
  • 36
    • 79956083171 scopus 로고    scopus 로고
    • The sample of lactol 14 was contaminated with tetraol 15 alongside other unidentifiable species.
    • The sample of lactol 14 was contaminated with tetraol 15 alongside other unidentifiable species.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.