메뉴 건너뛰기




Volumn 46, Issue 5, 2005, Pages 759-762

A practical entry to C18-constrained-E-ring analogues of methyllycaconitine (MLA): A concise new stereoselective approach to 8-oxa-decahydroisoquinolines accompanied by a simple microwaves-assisted synthesis of the succinimidobenzoate appendage of MLA

Author keywords

Decahydroisoquinoline synthesis; Methyllycaconitine; Microwave assisted chemistry; Nicotinic acetylcholine receptor antagonists

Indexed keywords

8 OXADECAHYDROISOQUINOLINE; ALKALOID DERIVATIVE; HETEROCYCLIC COMPOUND; ISOQUINOLINE DERIVATIVE; METHYLLYCACONITINE; SUCCINIMIDE DERIVATIVE; SUCCINIMIDOBENZOATE; UNCLASSIFIED DRUG;

EID: 19944428573     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.12.029     Document Type: Article
Times cited : (10)

References (22)
  • 19
    • 11844281263 scopus 로고    scopus 로고
    • note
    • 3) δ 3.05 (m, 1H) 2.86 (m, 1H) 2.39-2.20 (m, 3H) 2.30 (s, 3H) 2.18-2.05 (m, 1H) 1.96-1.25 (m, 8H)
  • 20
    • 11844257317 scopus 로고    scopus 로고
    • note
    • Stereochemistry for compound 15a has been assigned based on both coupling constant pattern and NOE effect. Proton 8 is a doublet of triplets, with two trans diaxial coupling constants (J-10.7 Hz) and an axial-equatorial one (J-4.5 Hz): protons 8 and 8a are both axial thus indicating a relative trans configuration. NOE effects are observed between H8 and H6(ax) and H4a, thus indicating a trans configuration between position 8a and 4a. Stereochemistry for compound 14a has been assigned for comparison with the isomer 15a and confirmed by coupling constant pattern of proton 8


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.