Unprecedented InCl3-catalyzed formation of cis-fused perhydrofuro[2,3-b]oxepines

Yadav, J. S. ; Reddy, B. V. S. ; Satheesh, G. ; Prabhakar, A. ; Kunwar, A. C. (2003) Unprecedented InCl3-catalyzed formation of cis-fused perhydrofuro[2,3-b]oxepines Tetrahedron Letters, 44 (10). pp. 2221-2224. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/S0040-4039(03)00036-4

Abstract

2-Methylindole and its N-substituted derivatives react smoothly with 2,3-dihydrofuran (DHF) in the presence of a catalytic amount of InCl3 under mild conditions to afford the corresponding 2-methyl-3-perhydrofuro[2,3-b]oxepin-4-yl-1H-indole derivatives in fairly good yields with high diastereoselectivity, while 3,4-dihydro-2H-pyran (DHP) affords exclusively 5,5-di(1H-3-indolyl)-1-pentanol derivatives in high yields under similar reaction conditions.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Indium Reagents; Indoles; Cyclic Enol Ethers; Perhydrofuro[2,3-b]oxepines
ID Code:58813
Deposited On:02 Sep 2011 03:15
Last Modified:02 Sep 2011 03:15

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