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Volumn 63, Issue 3, 1998, Pages 684-690

Synthesis and Reactivity of Optically Active Spiroketals by Ring-Expansion of Chromium Carbene Complex-Derived Cyclobutanones

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EID: 0000541838     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo971665v     Document Type: Article
Times cited : (27)

References (34)
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    • and references therein
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    • 0003657358 scopus 로고
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    • For a review see: (a) Perron, F.; Albizati, K. F. Chem. Rev. (Washington, D.C.) 1989, 89, 1617. (b) Pothier, N.; Goldstein, S.; Deslongchamps, P. Helv. Chim. Acta 1992, 75, 604 and references therein, Iwata, C.; Masahire, F.; Moritani, Y.; Hattori, K.; Imanishi, T. Tetrahedron Lett. 1987, 28, 3135. Ireland, R. E.; Thaisrvongs, S.; Dussault, P. H. J. Am. Chem. Soc. 1988, 110, 5768. (e) Mori, K.; Watanabe, H. Tetrahedron Lett. 1984, 25, 6025. (f) Rosini, G.; Ballini, R.; Petrini, M.; Marotta, E. Angew. Chem., Int. Ed. Engl. 1986, 25, 941.
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    • Lewis acid assisted allylic substitution on 15 with allyl trimethylsilane in the presence of TMSOTf (see: Haraguchi, K.; Tanaka, H.; Itoh, Y.; Yamaguchi, K.; Miyasaka, T. J. Org. Chem. 1996, 61, 851) generated a mixture of at least three different isomers of allylated compound identified by NMR spectroscopy. Only ring opening and reclosure of the spiroketal can explain the presence of more than two isomers in the reaction.
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    • Zhang, D.; Liebeskind, L. S. J. Org. Chem. 1996, 61, 2594. Bailey, W. F.; Jiang, X.-L. J. Org. Chem. 1996, 61, 2596.
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    • Zhang, D.; Liebeskind, L. S. J. Org. Chem. 1996, 61, 2594. Bailey, W. F.; Jiang, X.-L. J. Org. Chem. 1996, 61, 2596.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.