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Volumn 46, Issue 39, 2007, Pages 7364-7376

Enantiomerically enriched cyclopropene derivatives: Versatile building blocks in asymmetric synthesis (Angewandte Chemie - International Edition (2007) 46, (7364-7376) DOI: 10.1002/anie.200604774;Enantiomerically enriched cyclopropene derivatives: Versatile building blocks in asymmetric synthesis

Author keywords

Carbometalation; Chirality; Cyclopropenes; Small ring systems; Strained molecules

Indexed keywords

CHIRALITY; COMPLEXATION; STRAIN; SYNTHESIS (CHEMICAL);

EID: 35048841685     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200890046     Document Type: Erratum
Times cited : (223)

References (120)
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    • This catalyst possesses four bridging amide ligands that are positioned so that each rhodium is sterically and electronically equivalent, and the two nitrogen donor atoms on each rhodium have a cis configuration; see: M. P. Doyle, R. J. Pieters, S. F. Martin, R. E. Austin, C. J. Oalmann, P. Müller, J. Am. Chem. Soc. 1991, 113, 1423
    • This catalyst possesses four bridging amide ligands that are positioned so that each rhodium is sterically and electronically equivalent, and the two nitrogen donor atoms on each rhodium have a cis configuration; see: M. P. Doyle, R. J. Pieters, S. F. Martin, R. E. Austin, C. J. Oalmann, P. Müller, J. Am. Chem. Soc. 1991, 113, 1423.
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    • 4], (-)-MDA gives the higher de value (98%) and (+)-MDA, the lower (43%).
    • 4], (-)-MDA gives the higher de value (98%) and (+)-MDA, the lower (43%).
  • 27
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    • II complexes with chiral ligands involves the thermal reaction of an achiral rhodium carboxylate with the chiral ligand in a refluxing solvent. Careful monitoring of this method of preparation shows that near-equilibrium mixtures of products are generally obtained (see Ref. [20]).
    • II complexes with chiral ligands involves the thermal reaction of an achiral rhodium carboxylate with the chiral ligand in a refluxing solvent. Careful monitoring of this method of preparation shows that near-equilibrium mixtures of products are generally obtained (see Ref. [20]).
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    • For examples of enantioselective additions to achiral cyclopropene derivatives, see Ref, 1a,b
    • For examples of enantioselective additions to achiral cyclopropene derivatives, see Ref. [1a,b].
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    • For an initial report that shows that the addition of PhLi to 3-methylcyclopropene produces trans-1-methyl-2-phenylcyclopropane with high diastereoselectivity, but in a very low 7 % yield, see: S. Wawzonek, B. J. Studnicka, A. R. J. Zigman, J. Org. Chem. 1969, 34, 1316.
    • For an initial report that shows that the addition of PhLi to 3-methylcyclopropene produces trans-1-methyl-2-phenylcyclopropane with high diastereoselectivity, but in a very low 7 % yield, see: S. Wawzonek, B. J. Studnicka, A. R. J. Zigman, J. Org. Chem. 1969, 34, 1316.
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    • For preliminary results of Pauson-Khand reactions with cyclopropenes, see: a
    • For preliminary results of Pauson-Khand reactions with cyclopropenes, see: a) I. Marchueta, X. Verdaguer, A. Moyano, M. A. Pericàs, A. Ricra, Org. Lett. 2001, 3, 3193 ;
    • (2001) Org. Lett , vol.3 , pp. 3193
    • Marchueta, I.1    Verdaguer, X.2    Moyano, A.3    Pericàs, M.A.4    Ricra, A.5
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    • For different approaches to the synthesis of enantiomerically enriched methylene- and alkylidenecyclopropanes, see: a R. Noyori, H. Takaya, Y. Nakanishi, H. Nozaki, Can. J. Chem. 1969, 47, 1242;
    • For different approaches to the synthesis of enantiomerically enriched methylene- and alkylidenecyclopropanes, see: a) R. Noyori, H. Takaya, Y. Nakanishi, H. Nozaki, Can. J. Chem. 1969, 47, 1242;
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    • For syn-β-elimination reactions, see A. Alexakis, I. Marek, P. Mangeney, J. F. Normant, J. Am. Chem. Soc. 1990, 112, 8042.
    • For syn-β-elimination reactions, see A. Alexakis, I. Marek, P. Mangeney, J. F. Normant, J. Am. Chem. Soc. 1990, 112, 8042.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.