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Synthesis 2017; 49(18): 4199-4204
DOI: 10.1055/s-0036-1588436
DOI: 10.1055/s-0036-1588436
special topic
Intramolecular Hydroalkoxylation/Reduction and Hydroamination/Reduction of Unactivated Alkynes Using a Silane–Iodine Catalytic System
Japan Society for the Promotion of Science�, Grant Number: 'JP16K08162'�, Japan Agency for Medical Research and Development��.Further Information
Publication History
Received: 31 March 2017
Accepted after revision: 02 May 2017
Publication Date:
24 May 2017 (online)
Published as part of the Special Topic Modern Cyclization Strategies in Synthesis
Abstract
A transition-metal-free silane–iodine catalytic system comprising I2 and Et3SiH promotes intramolecular hydroalkoxylation/reduction and hydroamination/reduction of unactivated alkynes. This system allows the reaction to proceed at room temperature affording 2,4- and 2,5-disubstituted pyrrolidines as well as a 2,3-disubstituted tetrahydrofuran with high diastereoselectivity.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1588436.
- Supporting Information
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