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Synthesis 2017; 49(01): 175-180
DOI: 10.1055/s-0036-1588082
DOI: 10.1055/s-0036-1588082
paper
New Oxazaborolidine Catalysts for the Diels–Alder Reaction
Weitere Informationen
Publikationsverlauf
Received: 30. September 2016
Accepted after revision: 30. September 2016
Publikationsdatum:
14. Oktober 2016 (online)
![](https://www.thieme-connect.de/media/synthesis/201701/lookinside/thumbnails/ss-2016-z0685-op_10-1055_s-0036-1588082-1.jpg)
Dedicated to Professor Dieter Enders
Abstract
A new axially chiral oxazaborolidine catalyst has been developed. This catalyst consists of a chiral boronic acid and an easily modifiable achiral amino alcohol. It could be applied to a Diels–Alder reaction to give the corresponding adduct with good enantioselectivity. Additionally, the bis(oxazaborolidine) catalyst, bearing two Lewis acidic centers enabled a Diels–Alder reaction with higher enantioselectivity.
Key words
Diels–Alder reaction - boronic acids - Lewis acid - asymmetric synthesis - oxazaborolidinesSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0036-1588082.
- Supporting Information
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For the reviews on cationic oxazaborolidine catalyst, see;
For the reviews on enantioselective Diels–Alder reactions, see:
For the examples of bidentate Lewis acid catalysts, see: