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Volumn 14, Issue 17, 2008, Pages 5282-5289

Au-catalyzed tandem cyclization/[1,2]-alkyl migration reaction of epoxy alkynes: Synthesis of spiropyranones

Author keywords

Epoxy alkynes; Gold; Migration; Rearrangement; Spiropyrane

Indexed keywords

ACETYLENE; ALKYLATION; ATOMIC PHYSICS; ATOMS; FUNCTIONAL GROUPS; GOLD; OLEFINS; STEREOSELECTIVITY;

EID: 52049110849     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200800194     Document Type: Article
Times cited : (57)

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    • The mechanism for the formation of 4d is likely to be.
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    • Although we could not exclude the semipinacol rearrangement from the mechanism, we still insist that the oxonium ion is an the intermediate in the process. The results of acyclic systems are most consistem with our hypothesis (Table 3, entries 1-3, and the high stereoselectivity of the transformation is also consistent with this hypothesis; furthermore, we studied the semipinacol rearrangement of 3d and no semipinacol rearrangement product was detected Table 3. entry 4, We also did not observe any semipinacol rear-rangement product I, which might have been detected in the reaction. For an alternate mechanism by semipinacol rearrangement, see
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.