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Volumn 66, Issue 45, 2010, Pages 8734-8738

Selective reaction of camphor-derived exo-formyl [2.2.1]bicyclic carbinol with alkyl primary amines: Application to the preparation of new chiral catalysts for asymmetric reduction of aryl ketones

Author keywords

Asymmetric reduction of ketone; Bicyclic amino ketone; Chiral catalyst; Ring expansion

Indexed keywords

ALKYL ARYL KETONE; AMINE; BORANE DERIVATIVE; CAMPHOR; DICHLOROMETHANE; EXO FORMYL [2.2.1] BICYCLIC CARBINOL; METHANOL DERIVATIVE; OXAZABOROLIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 77957990128     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2010.09.008     Document Type: Article
Times cited : (11)

References (31)
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    • Klose, R.1    Hoppe, U.2
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    • Steiner, K. Patent WO 97/43244, 1997.
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    • Patent WO 01/98265 A2
    • Russo, T.; Freire, V. Patent WO 01/98265 A2, 2001.
    • (2001)
    • Russo, T.1    Freire, V.2
  • 20
    • 77958018993 scopus 로고    scopus 로고
    • The structure of compound 4a was found to be unstable in the air at room temperature
    • The structure of compound 4a was found to be unstable in the air at room temperature;
  • 21
    • 77958008264 scopus 로고    scopus 로고
    • note
    • Since compounds 4a, 4c-f, 4h, and 4i are syrup at room temperature (see Experimental), the stereo structures of these compounds were inferred from the stereo structures of 4b and 4g, and from the principle of mechanism discussed for the formation of compound 3, as shown in Scheme 1 and Ref. 5;
  • 22
    • 77957980928 scopus 로고    scopus 로고
    • note
    • Crystallographic data for structures 4b and 4g in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication numbers CCDC 778512 and CCDC 778513, respectively. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax: +44 (0)1223 336033 or e-mail: deposit@ccdc.cam.ac.uk ).
  • 27
    • 77957986771 scopus 로고    scopus 로고
    • 2) are syn to each other. Thus, the stereo structure of compound 8 was confirmed
    • 2) are syn to each other. Thus, the stereo structure of compound 8 was confirmed.
  • 28
    • 77958021264 scopus 로고    scopus 로고
    • note
    • B) in the ring-methylene group, which was just mentioned above. Indeed, the possibility of the existence of boat form for amino alcohol 8 could not be excluded. However, based on our molecular model study, the possibility of the existence of chair form should be larger than that of boat form for amino alcohol 8.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.