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Volumn 46, Issue 14, 2005, Pages 2461-2464

Computational evaluation of asymmetric Diels-Alder reactions of vinylboranes with chiral dienes

Author keywords

Asymmetric Diels Alder reactions; DFT study; Vinylboranes

Indexed keywords

ALKADIENE; BORANE DERIVATIVE; VINYL DERIVATIVE;

EID: 17744400504     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.02.050     Document Type: Article
Times cited : (4)

References (42)
  • 32
    • 85030795867 scopus 로고    scopus 로고
    • note
    • Syn/anti is defined relative to the isopropyl in 1 and to the allylic oxygen atom in 2 (see Ref. 5f) and meta/para is relative to the methyl in both 1,3-diene systems
  • 38
    • 85030800348 scopus 로고    scopus 로고
    • TS numbering (see Fig. 2)
    • TS numbering (see Fig. 2)
  • 39
    • 85030798963 scopus 로고    scopus 로고
    • note
    • Ratios were computed using Boltzmann factors based on the zero-point energy corrected activation energies and are of qualitative value
  • 40
    • 85030802953 scopus 로고    scopus 로고
    • note
    • The reaction of 1 with α-chloroacrylonitrile yielded a mixture of three isomeric ketone products in a 84:14:1 ratio (Ref. 5a), which suggests vinylboranes could be more efficient than other ketene equivalents
  • 41
    • 85030804924 scopus 로고    scopus 로고
    • note
    • NBO analysis was performed using the NBO 4.M program interfaced to the Jaguar 4.2 program (Jaguar 4.2, Schrodinger, Inc., Portland, Oregon, 2000)


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.