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Volumn 44, Issue 30, 2005, Pages 4785-4790

Diversity oriented one-pot synthesis of complex macrocycles: Very large steroid-peptoid hybrids from multiple multicomponent reactions including bifunctional building blocks

Author keywords

Combinatorial chemistry; Macrocycles; Molecular recognition; Multicomponent reactions; Steroids

Indexed keywords

AROMATIC HYDROCARBONS; MOLECULES; REACTION KINETICS; SYNTHESIS (CHEMICAL);

EID: 23044477815     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200500019     Document Type: Article
Times cited : (82)

References (75)
  • 12
  • 45
    • 0000858712 scopus 로고    scopus 로고
    • (Eds.: J. L. Atwood, J. E. D. Davies, D. D. MacNicol, F. Vögtle), Elsevier, Oxford
    • For reviews, see: a) A. P. Davis, R. P. Bonar-Law, J. K. M. Sanders in Comprehensive Supramolecular Chemistry, Vol. 4 (Eds.: J. L. Atwood, J. E. D. Davies, D. D. MacNicol, F. Vögtle), Elsevier, Oxford, 1996, pp. 257-286;
    • (1996) Comprehensive Supramolecular Chemistry , vol.4 , pp. 257-286
    • Davis, A.P.1    Bonar-Law, R.P.2    Sanders, J.K.M.3
  • 53
    • 23044450655 scopus 로고    scopus 로고
    • see ref. [6]
    • For bidirectional MiBs with at least two bifunctional asymmetric building blocks, see ref. [6]. For simplicity reasons only the head-to-tail (H-T) isomers are shown in all schemes. The yields refer to the mixture of both isomers, which often cannot be distinguished by the available structural determination techniques (HRMS, NMR) prior to chromatographic separation. This separation, however, is usually not problematic.
  • 54
    • 23044477280 scopus 로고    scopus 로고
    • note
    • HPLC and LC-MS spectra showed the presence of all diastereomers in the mixture in close to equal amounts.
  • 55
    • 23044439238 scopus 로고    scopus 로고
    • note
    • The double MiBs of Schemes 4 and 5 are different from those in Scheme 3 in that only one bifunctional building block is steroidal. This results in a different multiplicity bias (disfavoring the double MiBs) and the absence of regioisomers (H-H/H-T isomers).
  • 56
    • 23044445558 scopus 로고    scopus 로고
    • For lead references for stereoselective Ugi and Passerini reactions, see: a) D. J. Ramón, M. Yus, Angew. Chem. 2005, 117, 1628;
    • (2005) Angew. Chem. , vol.117 , pp. 1628
    • Ramón, D.J.1    Yus, M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.