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Volumn 66, Issue 26, 2010, Pages 4874-4881

Diastero- and enantioselective intramolecular carbometalation reaction

Author keywords

Asymmetric catalysis; Brook rearrangement; Carbometalation; Enantioselective alkynylation; Zn ene allene cyclization

Indexed keywords

ALKYNE DERIVATIVE; ALLENE DERIVATIVE; SILANE DERIVATIVE; ZINC;

EID: 77954243765     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2010.04.038     Document Type: Article
Times cited : (14)

References (115)
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    • For relevant recent examples, see:
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    • For recent reviews see:
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    • For representative examples, see:
    • For representative examples, see:
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    • For recent reports on the Brook rearrangements, see:
    • For recent reports on the Brook rearrangements, see:
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  • 90
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    • When the reaction mixture is warmed at a higher temperature, the diastereoselectivity of the reaction decreases. In pure toluene, no significant Brook rearrangement product could be detected (<5%).
    • When the reaction mixture is warmed at a higher temperature, the diastereoselectivity of the reaction decreases. In pure toluene, no significant Brook rearrangement product could be detected (<5%).
  • 91
    • 77954243887 scopus 로고    scopus 로고
    • For an easier determination of enantiomeric ratio by chiral HPLC, silylether is transformed into the free alcohol by treatment of the crude reaction mixture with a solution of tetra-n-butylammonium fluoride.
    • For an easier determination of enantiomeric ratio by chiral HPLC, silylether is transformed into the free alcohol by treatment of the crude reaction mixture with a solution of tetra-n-butylammonium fluoride.
  • 92
    • 77954242313 scopus 로고    scopus 로고
    • For 1,2-silyl migration with retention of configuration, see:
    • For 1,2-silyl migration with retention of configuration, see:
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    • For theoretical investigations, see:
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    • For examples for the creation of several carbon-carbon bonds in a single-pot operation including the formation of quaternary stereocenters from our group, see:
    • For examples for the creation of several carbon-carbon bonds in a single-pot operation including the formation of quaternary stereocenters from our group, see:
  • 112
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    • The exact enantiomeric ratio of 31 and 32 could not be more precise since peaks are not fully separated by chiral HPLC.
    • The exact enantiomeric ratio of 31 and 32 could not be more precise since peaks are not fully separated by chiral HPLC.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.