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Volumn 36, Issue 48, 1995, Pages 8745-8748

The first enantioselective synthesis of the chemotactic factor sirenin by an intramolecular [2 + 1] cyclization using a new chiral catalyst

Author keywords

[No Author keywords available]

Indexed keywords

CHEMOTACTIC FACTOR; SIRENIN; UNCLASSIFIED DRUG;

EID: 0028828639     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(95)01924-7     Document Type: Article
Times cited : (125)

References (30)
  • 12
    • 85024617435 scopus 로고    scopus 로고
    • The retention times on this Chiralcel OD column at a flow rate of 0.8 mL/min were 9.9 min for 6 (configuration corresponding to sirenin) and 11.7 min for the enantiomer of 6 (ratio 6 : ent-6 ca. 20 :1).
  • 13
    • 85024645840 scopus 로고    scopus 로고
    • 3).
  • 28
    • 85024616343 scopus 로고    scopus 로고
    • 2 = 0.1878. Cu-ligand bond lengths: Cu-N = 1.925(13), Cu-O(3) = 2.072(13); < N(1)CuN(2)= 134°.
  • 29
    • 85024639287 scopus 로고    scopus 로고
    • A [2 + 2] Cu-carbenoid-olefin cycloaddition mechanism is also a formal possibility which must remain under consideration. One problematic aspect of this pathway, at least for the transformation of 5 to 6 in the present study, is the apparent large degree of steric repulsion involved in the [2 + 2] cycloaddition step.
  • 30
    • 85024665000 scopus 로고    scopus 로고
    • This research was supported by grants from the National Institutes of Health and the National Science Foundation.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.