Format:
Online-Ressource
ISSN:
1099-0690
Content:
Abstract: A bifunctional squaramide based on (R,R)‐11,12‐diamino‐9,10‐ethylene‐9,10‐dihydroanthracene has been developed, and it has demonstrated great advantages over previously reported organocatalysts in the asymmetric Michael addition of 4‐hydroxycoumarins to β,γ‐unsaturated α‐oxophosphonates. Upon quenching the generated β‐4‐hydroxy‐2‐oxo‐2H‐chromen‐3‐yl‐substituted acylphosphonate intermediates with DBU and an alcohol or amine as a second nucleophile, the corresponding β‐substituted carboxylates or amides were obtained in acceptable to excellent yields and with high levels of enantioselectivity (80–97 % ee) in a one‐pot fashion.
In:
volume:2013
In:
number:11
In:
year:2013
In:
pages:2164-2171
In:
extent:8
In:
European journal of organic chemistry, Weinheim : Wiley-VCH Verl., 1998-, 2013, Heft 11 (2013), 2164-2171 (gesamt 8), 1099-0690
Language:
English
DOI:
10.1002/ejoc.201201573
URN:
urn:nbn:de:101:1-2023020304500721637260
URL:
https://doi.org/10.1002/ejoc.201201573
URL:
https://nbn-resolving.org/urn:nbn:de:101:1-2023020304500721637260
URL:
https://d-nb.info/1279951273/34
URL:
https://doi.org/10.1002/ejoc.201201573
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