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Volumn , Issue 9, 2008, Pages 1420-1430

Synthesis of hexahydro-1H-benzo[c]chromen-1-amines via the intramolecular ring-opening reactions of aziridines by π-nucleophiles

Author keywords

Amines; Electrophilic additions; Ethers; Heterocycles; Ring opening

Indexed keywords

CYCLIZATION; ETHERS; NUCLEOPHILES; RING OPENING POLYMERIZATION; SYNTHESIS (CHEMICAL);

EID: 44049091714     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2008-1072561     Document Type: Article
Times cited : (15)

References (41)
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    • 44049097873 scopus 로고
    • Chem. Abstr. 1982, 96, 173144.
    • (1982) Chem. Abstr , vol.96 , pp. 173144
  • 31
    • 0037534204 scopus 로고    scopus 로고
    • A number of additional Lewis acids including B(C6F 5)3, Yb(OTf)3, Sc(OTf)3, Cu(OTf)2, and TMSOTf were examined in this system. Of these B(C 6F5)3 showed the greatest Δδ (0.87) at C2 of compound 14. For the use of B(C6F5) 3 in aziridine openings, see: Watson, I. D. G, Yudin, A. K. J. Org. Chem. 2003, 68, 5160
    • 3 in aziridine openings, see: Watson, I. D. G.; Yudin, A. K. J. Org. Chem. 2003, 68, 5160.
  • 38
    • 44049100314 scopus 로고    scopus 로고
    • 16b we obtained an approximately 8:1 mixture of the cis:trans diastereomers of epoxide 16a.
    • 16b we obtained an approximately 8:1 mixture of the cis:trans diastereomers of epoxide 16a.
  • 39
    • 0032576847 scopus 로고    scopus 로고
    • This compound as well as others shown in Table 1 were purified to provide exclusively the cis-diastereomer shown, b Bachmann, C, Gesson, J.-P, Renoux, B, Tranoy, I. Tetrahedron Lett. 1998, 39, 379
    • This compound as well as others shown in Table 1 were purified to provide exclusively the cis-diastereomer shown, (b) Bachmann, C.; Gesson, J.-P.; Renoux, B.; Tranoy, I. Tetrahedron Lett. 1998, 39, 379.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.