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Volumn 11, Issue 1, 2009, Pages 13-16

Intermolecular reaction of internal alkynes and imines: Propargyl tosylates as key partners in a gold-catalyzed [4 + 1] unusual cyclization leading to cyclopent-2-enimines

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE; GOLD; IMINE; TOLUENESULFONIC ACID DERIVATIVE;

EID: 59649102559     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol8025523     Document Type: Article
Times cited : (58)

References (63)
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    • The consumption of the propargyl tosylate was noticed for all of the reactions depicted in Tables 2 and 3, with the exception of 5c 21% of 4a was recovered; extended reaction times did not improve the yield, As a rule, NMR inspection of the reaction crude revealed conversion of starting materials into the corresponding product 5 as the only noticeable major reaction path. The standard column chromatographic purification process was difficult, and partial hydrolysis of compounds 5 occurs to give the related ketone easily, as noticed previously in the obtention of related unsaturated imines; see: Boger, D. L, Corbett, W. L. J. Org. Chem. 1992, 57, 4777. This fact accounts for the moderate isolated yields obtained for some of the unsaturated imines reported
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    • 2.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.