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Volumn 36, Issue 19, 1997, Pages 2119-2121

A new strategy for extending N-acyl imides as chiral auxiliaries for aldol and diels-alder reactions: Application to an enantioselective synthesis of α-himachalene

Author keywords

Aldol reactions; Chiral auxiliaries; Decarboxylations; Diels Alder reactions; Himachalene

Indexed keywords


EID: 0030813175     PISSN: 05700833     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.199721191     Document Type: Article
Times cited : (32)

References (33)
  • 2
    • 0000545132 scopus 로고
    • a) D. Enders, B. B. Lohray, Angew: Chem. 1988, 100, 594-596; Angew. Chem. Int. Ed. Engl. 1988, 27, 581-582;
    • (1988) Angew: Chem. , vol.100 , pp. 594-596
    • Enders, D.1    Lohray, B.B.2
  • 3
    • 84990095595 scopus 로고
    • a) D. Enders, B. B. Lohray, Angew: Chem. 1988, 100, 594-596; Angew. Chem. Int. Ed. Engl. 1988, 27, 581-582;
    • (1988) Angew. Chem. Int. Ed. Engl. , vol.27 , pp. 581-582
  • 6
    • 0001148246 scopus 로고
    • Eds.; B. M. Trost, I. Fleming, Pergamon, New York
    • Another important approach to the construction of ketone-derived chiral auxiliaries has been through the use of chiral metalloenamines: a) S. F. Martin in Comprehensive Organic Synthesis, Vol. 2 (Eds.; B. M. Trost, I. Fleming), Pergamon, New York, 1991, pp. 475-502.
    • (1991) Comprehensive Organic Synthesis , vol.2 , pp. 475-502
    • Martin, S.F.1
  • 14
    • 0027729991 scopus 로고
    • see the transformation 7 → 18 in Scheme VIII;
    • a) D. A. Evans, H. P. Ng, D. L. Rieger, J. Am. Chem. Soc. 1993, 115, 11446-11459 (see the transformation 7 → 18 in Scheme VIII);
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 11446-11459
    • Evans, D.A.1    Ng, H.P.2    Rieger, D.L.3
  • 16
    • 85077854948 scopus 로고
    • 2O, 140° C) on ß-oxoimide aldol adducts afforded only moderate yields of the desired ketone products accompanied by significant amounts of ß-elimination : a) A. P. Krapcho, Synthesis 1982, 805-822, b) 893-914.
    • (1982) Synthesis , pp. 805-822
    • Krapcho, A.P.1
  • 17
    • 85083046170 scopus 로고    scopus 로고
    • 2O, 140° C) on ß-oxoimide aldol adducts afforded only moderate yields of the desired ketone products accompanied by significant amounts of ß-elimination : a) A. P. Krapcho, Synthesis 1982, 805-822, b) 893-914.
    • Synthesis , pp. 893-914
  • 21
    • 15844405819 scopus 로고    scopus 로고
    • Thiophenolate and 2-methyl-2-propanethiolate both failed to react, while benzylthiolate provides results comparable to those of ethanethiolate
    • Thiophenolate and 2-methyl-2-propanethiolate both failed to react, while benzylthiolate provides results comparable to those of ethanethiolate.
  • 28
    • 0000461031 scopus 로고
    • b) Tetrahedron 1968, 24, 3841 -3852, 3853-3859;
    • (1968) Tetrahedron , vol.24 , pp. 3841-3852


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.