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Synlett 2016; 27(08): 1287-1291
DOI: 10.1055/s-0035-1560600
DOI: 10.1055/s-0035-1560600
letter
Lewis Base and Brønsted Base Dual-Catalyzed Formal [4+3] Cycloaddition Reaction: Synthesis of Aza-Spirocycloheptane Oxindole
Further Information
Publication History
Received: 10 November 2015
Accepted after revision: 29 December 2015
Publication Date:
08 February 2016 (online)
Abstract
An intermolecular, quaternary carbon center forming [4+3] cycloaddition reaction catalyzed by Lewis base and Brønsted base has been successfully developed. The dual catalysis exhibits a superior ability to enable a previously challenging reaction, and the corresponding quaternary aza-spirocycloheptane oxindole scaffolds are efficiently synthesized with moderate to high yields.
Key words
dual catalysis - nucleophilic phosphine - formal [4+3] cycloaddition reaction - aza-spirocycloheptane oxindole - aza-o-quinone methideSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0035-1560600.
- Supporting Information
-
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For the several recent reviews, see:
For the several recent reviews, see:
For recent reviews, see:
For selected examples, see:
General procedure and the analytical data of MBH carbonate 1 and N-(o-chloromethyl)aryl amides 2, see: