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Volumn 47, Issue 52, 2008, Pages 10110-10113

Gold-catalyzed cycloisomerization of cyclopropyl alkynyl acetates: A versatile approach to 5-, 6-, and 7-membered carbocycles

Author keywords

Alkynes; Carbocations; Gold; Rearrangement

Indexed keywords

ACETYLENE; CHIRALITY; ENANTIOMERS; HYDROCARBONS; STEREOCHEMISTRY;

EID: 57749084490     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200804202     Document Type: Article
Times cited : (83)

References (48)
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    • For the preparation of new compounds and additional experimental details, see the Supporting Information
    • For the preparation of new compounds and additional experimental details, see the Supporting Information.
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    • 3 and MeOH as solvent, substrate 1 f reacted through a 1,2-acetate shift and solvolysis of the cyclopropane unit to give a methoxy adduct: (Chemical Equation Presented)
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    • Species 3k (see also 3 in Scheme 2) could be most likely represented as the E configured vinyl gold intermediates. Nevertheless, Z isomer has been postulated to be plausible, being generated by anchimeric assistance allowing the cyclization with minimal steric hindrance, see: E. Soriano, J. Marco-Contelles, J. Org. Chem. 2005, 70, 9345-9353.
    • Species 3k (see also 3 in Scheme 2) could be most likely represented as the E configured vinyl gold intermediates. Nevertheless, Z isomer has been postulated to be plausible, being generated by anchimeric assistance allowing the cyclization with minimal steric hindrance, see: E. Soriano, J. Marco-Contelles, J. Org. Chem. 2005, 70, 9345-9353.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.