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Volumn 77, Issue 2, 2009, Pages 927-943

Chirality control of tropos diphenylmethane-derived phosphoramidites by chiral dienes: Its application to asymmetric Michael addition

Author keywords

Asymmetric Michael Reaction; RhCl Complex with Phosphoramidite; Synergy Effect; Tropos Diphenylmethane Derived Phosphoramidite

Indexed keywords


EID: 77955676383     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-08-S(F)102     Document Type: Article
Times cited : (7)

References (37)
  • 1
    • 77955693037 scopus 로고    scopus 로고
    • note
    • The word atropos consists of "a" meaning "not" and "tropos" meaning "turn" in Greek. Therefore, the chirally rigid or flexible nature of a ligand can be called atropos or tropos, respectively
  • 3
    • 0003693382 scopus 로고
    • Also see: W. Kuhn K. Freudenberg, Stereochemie 1933 Franz Deuticke Leipzig 803 824
    • (1933) Stereochemie , pp. 803-824
    • Kuhn, W.1
  • 4
    • 4244172207 scopus 로고
    • I. Ojima, VCH New York
    • I. Ojima, Catalytic Asymmetric Synthesis Vol. I and II 1993 VCH New York 2000
    • (1993) Catalytic Asymmetric Synthesis , vol.12 , pp. 2000
  • 8
    • 0003445429 scopus 로고    scopus 로고
    • E.N. Jacobsen, A. Pfaltz, H. Yamamoto, Springer Berlin
    • E.N. Jacobsen, A. Pfaltz, H. Yamamoto, Comprehensive Asymmetric Catalysis Vol. 13 1999 Springer Berlin
    • (1999) Comprehensive Asymmetric Catalysis , vol.13
  • 27
    • 77955678219 scopus 로고    scopus 로고
    • note
    • Asymmetric catalysts are generally prepared from chiral ligands and central metals. The asymmetric catalysts thus prepared can be evolved into more activated catalysts with higher catalytic activity and enantioselectivity by chiral activators ("Asymmetric Activation", See ref. 2f g). However, the additional ligation does not necessarily lead to higher catalytic activity. We have thus proposed the term "asymmetric synergy (effect)" leading to the higher enantioselectivity without increase in the catalytic activity (even with decrease). For the asymmetric synergy (effect), see:
  • 29
    • 77955707802 scopus 로고    scopus 로고
    • note
    • All the calculations were performed with GAUSSIAN 03 program package. All the structures were optimized at B3LYP/631SDD (SDD for Rh, 6-31G(d) for others) level. The optimized geometries were verified as equilibrium structures having no imaginary frequency.
  • 34
    • 77955701252 scopus 로고    scopus 로고
    • note
    • 2NEt was needed in this Michael addition (see Table 1: entry 2).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.