Acid-promoted cycloisomerizations of phenylallenes bearing acetalic functions at the ortho position: a stereocontrolled entry to indeno-fused dioxepanes, dioxocanes and thioanalogues

作者： Marta Marin-Luna , Angel Vidal , Delia Bautista , Raul-Angel Orenes , Mateo Alajarin

关键词:

摘要: Two different approaches convert ortho acetal-substituted phenylallenes into several classes of indeno-fused heterocycles.

参考文章(39)

Tarek Sammakia, Randall S. Smith, Evidence for an Oxocarbenium Ion Intermediate in Lewis Acid Mediated Reactions of Acyclic Acetals Journal of the American Chemical Society. ,vol. 116, pp. 7915- 7916 ,(1994) , 10.1021/JA00096A066

Sabyasachi Bhunia, Rai-Shung Liu, Gold-Catalyzed 1,3-Addition of a sp3-Hybridized C−H Bond to Alkenylcarbenoid Intermediate Journal of the American Chemical Society. ,vol. 130, pp. 16488- 16489 ,(2008) , 10.1021/JA807384A

Barry M. Trost, Donna C. Lee, Cyclization terminators. Vinylcyclopropanol as a composite functional group Journal of the American Chemical Society. ,vol. 110, pp. 6556- 6558 ,(1988) , 10.1021/JA00227A042

Mateo Alajarin, Marta Marin-Luna, Maria-Mar Ortin, Pilar Sanchez-Andrada, Angel Vidal, retro-Cheletropic ene reactions with 2-carbena-1,3-dioxolane as chelefuge Tetrahedron. ,vol. 67, pp. 5590- 5595 ,(2011) , 10.1016/J.TET.2011.05.119

Guozhu Zhang, Liming Zhang, Au-containing all-carbon 1,3-dipoles: generation and [3+2] cycloaddition reactions. Journal of the American Chemical Society. ,vol. 130, pp. 12598- 12599 ,(2008) , 10.1021/JA804690U

Itaru Nakamura, Gan B. Bajracharya, Huanyou Wu, Kengo Oishi, Yuya Mizushima, Ilya D. Gridnev, Yoshinori Yamamoto, Catalytic Cyclization ofo-Alkynylbenzaldehyde Acetals and Thioacetals. Unprecedented Activation of the Platinum Catalyst by Olefins. Scope and Mechanism of the Reaction Journal of the American Chemical Society. ,vol. 126, pp. 15423- 15430 ,(2004) , 10.1021/JA044603C

Angel R. de Lera, José García Rey, David Hrovat, Beatriz Iglesias, Susana López, FUNCTIONALIZED ALKYLIDENECYCLOPENTENES BY ACID-CATALYZED ELECTROCYCLIC RING CLOSURE OF (2Z)-(DI)VINYLALLENE ACETALS Tetrahedron Letters. ,vol. 38, pp. 7425- 7428 ,(1997) , 10.1016/S0040-4039(97)01747-4

Zhengkun Yu, Liandi Wang, Tongyu Xu, Iron-Promoted Cyclization/Halogenation of Alkynyl Diethyl Acetals Organic Letters. ,vol. 11, pp. 2113- 2116 ,(2009) , 10.1021/OL9005689

Ichiro Mori, Kazuaki Ishihara, Lee A. Flippin, Kyoko Nozaki, Hisashi Yamamoto, Paul A. Bartlett, Clayton H. Heathcock, On the mechanism of Lewis acid mediated nucleophilic substitution reactions of acetals Journal of Organic Chemistry. ,vol. 55, pp. 6107- 6115 ,(1990) , 10.1021/JO00312A015