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Volumn 30, Issue 14, 1989, Pages 1833-1836

A synthesis of (-)-tetrahydrolipstatin

Author keywords

[No Author keywords available]

Indexed keywords

TETRAHYDROLIPSTATIN;

EID: 0024599583     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)99592-3     Document Type: Article
Times cited : (65)

References (23)
  • 10
    • 0009828157 scopus 로고
    • 1-Ethoxy-1-octyne (11) was prepared as follows: To a solution of ethoxyacetylene (4.56 g, 65 mmol) in THF (70ml) cooled to −80°C was added dropwise n-BuLi (46 ml of a 1.6M solution in hexanes). After 1h at −80°C, HMPA (24.9 ml, 143 mmol) was added, followed 15 min later by a solution of 1-iodohexane (11.02 g, 52 mmol) in THF (10 ml). The cooling bath was removed and the mixture stirred at ambient temperature overnight before being quenched with water. Normal extractive workup then provided (11) (6.88 g, 86%) as a colourless oil after kugelrohr distillation (b.p. 80–90°C, bath)/1mmHg) having spectroscopic data identical to those reported:
    • (1976) Tetrahedron , vol.32 , pp. 1189
    • McCarney1    Ward2    Roberts3
  • 11
    • 84914359270 scopus 로고    scopus 로고
    • 3): 182.6 (s), 31.8 (t), 31.7 (t), 29.0 (t), 22.8 (t), 22.2 (t), 22.2 (t), 14.2 (q), 13.0 (s), −0.7 (q). The enol ether (i) was identified [[Truncated]]


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.