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Volumn 2, Issue 3, 2005, Pages 235-237

Mannich-type reaction of methylene active compounds with a chiral sulfinimine of trifluoropyruvate: New highly stereoselective synthesis of (S)-α-trifluoromethyl-aspartic acid

Author keywords

trifluoromethyl amino acids; Fluorine; Mannich reaction; Stereoselective synthesis; Sulfinimines

Indexed keywords


EID: 46149106400     PISSN: 15701786     EISSN: None     Source Type: Journal    
DOI: 10.2174/1570178053765348     Document Type: Review
Times cited : (7)

References (28)
  • 18
    • 1442345336 scopus 로고    scopus 로고
    • (c.) Osipov, S. N.; Kolomiets, A. F.; Fokin, A. Bull. Acad. Sci. USSR Div. Chem. Sci. (Engl. Transl.) 1989, 38, 673.
    • (c.) Osipov, S. N.; Kolomiets, A. F.; Fokin, A. Bull. Acad. Sci. USSR Div. Chem. Sci. (Engl. Transl.) 1989, 38, 673.
  • 23
    • 4143050401 scopus 로고    scopus 로고
    • For a review of sulfinimine chemistry see
    • For a review of sulfinimine chemistry see: Zhou, P.; Chen, B.-C.; Davis, F. A. Tetrahedron 2004, 60, 8003.
    • (2004) Tetrahedron , vol.60 , pp. 8003
    • Zhou, P.1    Chen, B.-C.2    Davis, F.A.3
  • 26
    • 46149085782 scopus 로고    scopus 로고
    • A slight racemization of the sulfinimine (S)-2 appears to takes place during the malonate addition, as already observed in the reaction with some enolates, as well as with alkyl, benzyl and allyl Grignard reagents (see Ref. 7 and 9).
    • A slight racemization of the sulfinimine (S)-2 appears to takes place during the malonate addition, as already observed in the reaction with some enolates, as well as with alkyl, benzyl and allyl Grignard reagents (see Ref. 7 and 9).
  • 28
    • 46149090969 scopus 로고    scopus 로고
    • Compound 7 was found to be stable for several months when stored at 4 °C, otherwise slow spontaneous decarboxylation to 8 was observed.
    • Compound 7 was found to be stable for several months when stored at 4 °C, otherwise slow spontaneous decarboxylation to 8 was observed.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.