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Volumn 10, Issue 5, 2008, Pages 1017-1020

Lodine(III)-promoted ring expansion of 1-vinylcycloalkanol derivatives: A metal-free approach toward seven-membered rings

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOALKANE DERIVATIVE; IODINE; POLYCYCLIC AROMATIC HYDROCARBON; VINYL DERIVATIVE;

EID: 43549120817     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol800048f     Document Type: Article
Times cited : (54)

References (37)
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    • For a review concerning HTIB, see
    • (f) For a review concerning HTIB, see: Koser, G. F. Aldnchim. Acta 2001, 34, 89.
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    • See also ref 5
    • (d) See also ref 5.
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    • + is probably an acid-catalyzed auto-catalytic process.
    • + is probably an acid-catalyzed auto-catalytic process.
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    • TLC analysis showed that 14 is formed after the work-up.
    • TLC analysis showed that 14 is formed after the work-up.
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    • For reviews concerning the synthesis of medium rings lactones, including oxidative cleavage approaches, see: (a) Ferraz, H. M. C.; Bombonato, F. I.; L,ongo, L. S., Jr. Synthesis 2007, 3261.
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    • A correlation between yield of the product and migratory aptitude was noted in Tl(III)-mediated ring contraction of 1,2-di-hydronaphtha-ienes: Silva, L. F., Jr.; Sousa, R. M. F.; Ferraz, H. M. C.; Aguilar, A. M. J. Braz. Chem. Soc. 2005, 16, 1160. See also ref 9c.
    • A correlation between yield of the product and migratory aptitude was noted in Tl(III)-mediated ring contraction of 1,2-di-hydronaphtha-ienes: Silva, L. F., Jr.; Sousa, R. M. F.; Ferraz, H. M. C.; Aguilar, A. M. J. Braz. Chem. Soc. 2005, 16, 1160. See also ref 9c.
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    • m for OMe is 0.11.
    • m for OMe is 0.11.
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    • The relative configuration of 24 was assigned based on NMR data of related compounds
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    • (1974) Tetrahedron , vol.30 , pp. 451
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.