Asymmetric organocatalytic decarboxylative Mannich reaction using β-keto acids: A new protocol for the synthesis of chiral β-amino ketones

The first decarboxylative Mannich reaction employing β-keto acids, catalyzed by cinchonine-derived bifunctional thiourea catalyst has been described. The desired β-amino ketones were obtained in excellent yields and with moderate to good enantioselectivities.

Bibliographic Details
Main Authors: Chunhui Jiang, Fangrui Zhong, Yixin Lu
Format: Article
Language:English
Published: Beilstein-Institut 2012-08-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.8.144
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spelling doaj-494619a3ad7e4b02a77ac13a92635ee42021-02-02T07:50:17ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972012-08-01811279128310.3762/bjoc.8.1441860-5397-8-144Asymmetric organocatalytic decarboxylative Mannich reaction using β-keto acids: A new protocol for the synthesis of chiral β-amino ketonesChunhui Jiang0Fangrui Zhong1Yixin Lu2Department of Chemistry & Medicinal Chemistry Program, Life Sciences Institute, National University of Singapore, 3 Science Drive 3, Republic of Singapore, 117543Department of Chemistry & Medicinal Chemistry Program, Life Sciences Institute, National University of Singapore, 3 Science Drive 3, Republic of Singapore, 117543Department of Chemistry & Medicinal Chemistry Program, Life Sciences Institute, National University of Singapore, 3 Science Drive 3, Republic of Singapore, 117543The first decarboxylative Mannich reaction employing β-keto acids, catalyzed by cinchonine-derived bifunctional thiourea catalyst has been described. The desired β-amino ketones were obtained in excellent yields and with moderate to good enantioselectivities.https://doi.org/10.3762/bjoc.8.144decarboxylative additionβ-keto acidMannich reactionorganocatalysis
collection DOAJ
language English
format Article
sources DOAJ
author Chunhui Jiang
Fangrui Zhong
Yixin Lu
spellingShingle Chunhui Jiang
Fangrui Zhong
Yixin Lu
Asymmetric organocatalytic decarboxylative Mannich reaction using β-keto acids: A new protocol for the synthesis of chiral β-amino ketones
Beilstein Journal of Organic Chemistry
decarboxylative addition
β-keto acid
Mannich reaction
organocatalysis
author_facet Chunhui Jiang
Fangrui Zhong
Yixin Lu
author_sort Chunhui Jiang
title Asymmetric organocatalytic decarboxylative Mannich reaction using β-keto acids: A new protocol for the synthesis of chiral β-amino ketones
title_short Asymmetric organocatalytic decarboxylative Mannich reaction using β-keto acids: A new protocol for the synthesis of chiral β-amino ketones
title_full Asymmetric organocatalytic decarboxylative Mannich reaction using β-keto acids: A new protocol for the synthesis of chiral β-amino ketones
title_fullStr Asymmetric organocatalytic decarboxylative Mannich reaction using β-keto acids: A new protocol for the synthesis of chiral β-amino ketones
title_full_unstemmed Asymmetric organocatalytic decarboxylative Mannich reaction using β-keto acids: A new protocol for the synthesis of chiral β-amino ketones
title_sort asymmetric organocatalytic decarboxylative mannich reaction using β-keto acids: a new protocol for the synthesis of chiral β-amino ketones
publisher Beilstein-Institut
series Beilstein Journal of Organic Chemistry
issn 1860-5397
publishDate 2012-08-01
description The first decarboxylative Mannich reaction employing β-keto acids, catalyzed by cinchonine-derived bifunctional thiourea catalyst has been described. The desired β-amino ketones were obtained in excellent yields and with moderate to good enantioselectivities.
topic decarboxylative addition
β-keto acid
Mannich reaction
organocatalysis
url https://doi.org/10.3762/bjoc.8.144
work_keys_str_mv AT chunhuijiang asymmetricorganocatalyticdecarboxylativemannichreactionusingbketoacidsanewprotocolforthesynthesisofchiralbaminoketones
AT fangruizhong asymmetricorganocatalyticdecarboxylativemannichreactionusingbketoacidsanewprotocolforthesynthesisofchiralbaminoketones
AT yixinlu asymmetricorganocatalyticdecarboxylativemannichreactionusingbketoacidsanewprotocolforthesynthesisofchiralbaminoketones
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