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Volumn 46, Issue 48, 2007, Pages 9231-9234

Enantioselective radical reactions: Stereoselective aldol synthesis from cyclic ketones

Author keywords

Chiral Lewis acids; Enantioselectivity; Ketone aldols; Radical reactions; Rotamer geometry

Indexed keywords

ADDITION REACTIONS; ENANTIOSELECTIVITY; NUCLEOPHILES; REACTION KINETICS; STEREOSELECTIVITY; SYNTHESIS (CHEMICAL);

EID: 37349113067     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200702976     Document Type: Article
Times cited : (20)

References (43)
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    • Eds, E. N. Jacobsen, A. Pfaltz, H. Yamamoto, Springer, Berlin
    • b) Comprehensive Asymmetric Catalysis I-III (Eds.: E. N. Jacobsen, A. Pfaltz, H. Yamamoto), Springer, Berlin, 1999;
    • (1999) Comprehensive Asymmetric Catalysis I-III
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    • 0003445429 scopus 로고    scopus 로고
    • Eds, E. N. Jacobsen, A. Pfaltz, H. Yamamoto, Springer, Berlin
    • c) Comprehensive Asymmetric Catalysis, Supplement: Vol. 1 (Eds.: E. N. Jacobsen, A. Pfaltz, H. Yamamoto), Springer, Berlin, 2004;
    • (2004) Comprehensive Asymmetric Catalysis, Supplement , vol.1
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    • 84891580093 scopus 로고    scopus 로고
    • Ed, I. Ojima, Wiley, New York
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    • (2000) Catalytic Asymmetric Synthesis
  • 9
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  • 26
    • 0034731589 scopus 로고    scopus 로고
    • For selected examples on the preparation of aldols derived from cyclic ketones, see a
    • For selected examples on the preparation of aldols derived from cyclic ketones, see a) K. Ishihara, S. Kondo, H. Yamamoto, J. Org. Chem. 2000, 65, 9125;
    • (2000) J. Org. Chem , vol.65 , pp. 9125
    • Ishihara, K.1    Kondo, S.2    Yamamoto, H.3
  • 33
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    • 37349018145 scopus 로고    scopus 로고
    • See the Experimental Section for general reaction conditions, and for details see the Supporting Information
    • See the Experimental Section for general reaction conditions, and for details see the Supporting Information.
  • 39
    • 7644235766 scopus 로고    scopus 로고
    • For a review on salen catalysts in synthesis, see
    • a) For a review on salen catalysts in synthesis, see P. G. Cozzi, Chem. Soc. Rev. 2004, 33, 410;
    • (2004) Chem. Soc. Rev , vol.33 , pp. 410
    • Cozzi, P.G.1
  • 40
    • 0033615304 scopus 로고    scopus 로고
    • for selected examples on the use of salen derivatives in conjugate additions, see b
    • for selected examples on the use of salen derivatives in conjugate additions, see b) J. K. Myers, E. N. Jacobsen, J. Am. Chem. Soc. 1999, 121, 8959;
    • (1999) J. Am. Chem. Soc , vol.121 , pp. 8959
    • Myers, J.K.1    Jacobsen, E.N.2
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    • 37349039523 scopus 로고    scopus 로고
    • Asymmetric conjugate addition of isopropyl radical was also carried out with the seven-membered ring ketone with a 2-naphthoyl substituent. The reaction with 13 as a catalyst (50 mol, gave the highest enantioselectivity for the product 83% yield, 98% ee value
    • Asymmetric conjugate addition of isopropyl radical was also carried out with the seven-membered ring ketone with a 2-naphthoyl substituent. The reaction with 13 as a catalyst (50 mol%) gave the highest enantioselectivity for the product (83% yield, 98% ee value).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.