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Volumn 135, Issue 43, 2013, Pages 16054-16057

Synthesis of enantioenriched tertiary boronic esters by the lithiation/borylation of secondary alkyl benzoates

Author keywords

[No Author keywords available]

Indexed keywords

ALKYL BENZOATE; BORONIC ESTERS; FUNCTIONAL GROUP TRANSFORMATIONS; HIGH YIELD; LITHIATION; QUATERNARY CENTERS; SYNTHETIC UTILITY; TERTIARY ALCOHOLS;

EID: 84887052288     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja409100y     Document Type: Article
Times cited : (69)

References (56)
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    • 0142174551 scopus 로고    scopus 로고
    • Enantioselective Synthesis by Lithiation Adjacent to Oxygen and Electrophile Incorporation
    • Hodgson, D. M. Springer: London, Vol. p. For asymmetric lithiation of primary alkyl carbamates with s BuLi/(-)-sparteine
    • Hoppe, D.; Marr, F.; Brüggemann, M. Enantioselective Synthesis by Lithiation Adjacent to Oxygen and Electrophile Incorporation. In Organolithiums in Enantioselective Synthesis; Hodgson, D. M., Ed.; Springer: London, 2003; Vol. 5, p 73. For asymmetric lithiation of primary alkyl carbamates with s BuLi/(-)-sparteine, see
    • (2003) Organolithiums in Enantioselective Synthesis , vol.5 , pp. 73
    • Hoppe, D.1    Marr, F.2    Brüggemann, M.3
  • 51
    • 52449120673 scopus 로고    scopus 로고
    • It is intriguing that 1e is much slower at undergoing deprotonation than the related compound 1a bearing an aromatic ring. The aromatic ring must play a subtle role in promoting lithiation, by π-coordination to lithium and stabilization of either the pre-lithiation complex or Li- 1a itself. For studies of Li-π interaction, see
    • It is intriguing that 1e is much slower at undergoing deprotonation than the related compound 1a bearing an aromatic ring. The aromatic ring must play a subtle role in promoting lithiation, by π-coordination to lithium and stabilization of either the pre-lithiation complex or Li- 1a itself. For studies of Li-π interaction, see: Monje, P.; Paleo, M. R.; García-Río, L.; Sardina, F. J. J. Org. Chem. 2008, 73, 7394
    • (2008) J. Org. Chem. , vol.73 , pp. 7394
    • Monje, P.1    Paleo, M.R.2    García-Río, L.3    Sardina, F.J.4
  • 55
    • 84861811785 scopus 로고    scopus 로고
    • Alkylation of carbonyl and imino groups
    • Molander, G. A. Georg Thieme Verlag: Stuttgart, Vol. - 400
    • Ramón, D. J.; Yus, M. Alkylation of carbonyl and imino groups.. In Science of Synthesis, Stereoselective Synthesis; Molander, G. A., Ed.; Georg Thieme Verlag: Stuttgart, 2011; Vol. 2, pp 349-400.
    • (2011) Science of Synthesis, Stereoselective Synthesis , vol.2 , pp. 349
    • Ramón, D.J.1    Yus, M.2
  • 56


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.