Literature DB >> 29372207

A continuing challenge: N-heterocyclic carbene-catalyzed syntheses of γ-butyrolactones.

Kathleen J R Murauski1, Ashley A Jaworski, Karl A Scheidt.   

Abstract

Catalytic, stereoselective N-heterocyclic carbene-catalyzed reactions facilitate efficient construction of many different heterocyclic compounds, such as the enantioenriched 5-membered (γ) lactones highlighted in this tutorial review. Herein, various strategies to enable formal [3+2] type annulations between electrophilic carbonyl equivalents and homoenolate nucleophiles for the synthesis of γ-lactones are summarized.

Entities:  

Year:  2018        PMID： 29372207     DOI： 10.1039/c7cs00386b

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN： 0306-0012            Impact factor:   54.564


  14 in total

1.  Synthesis of Structurally Diverse 3-, 4-, 5-, and 6-Membered Heterocycles from Diisopropyl Iminomalonates and Soft C-Nucleophiles.

Authors:  Padmanabha V Kattamuri; Urmibhusan Bhakta; Surached Siriwongsup; Doo-Hyun Kwon; Lawrence B Alemany; Muhammed Yousufuddin; Daniel H Ess; László Kürti
Journal:  J Org Chem       Date:  2019-05-14       Impact factor: 4.354

2.  Carbene and photocatalyst-catalyzed decarboxylative radical coupling of carboxylic acids and acyl imidazoles to form ketones.

Authors:  Shi-Chao Ren; Xing Yang; Bivas Mondal; Chengli Mou; Weiyi Tian; Zhichao Jin; Yonggui Robin Chi
Journal:  Nat Commun       Date:  2022-05-23       Impact factor: 17.694

3.  A Sequential Umpolung/Enzymatic Dynamic Kinetic Resolution Strategy for the Synthesis of γ-Lactones.

Authors:  Mark A Maskeri; Malte L Schrader; Karl A Scheidt
Journal:  Chemistry       Date:  2020-04-24       Impact factor: 5.236

4.  Bio-inspired NHC-organocatalyzed Stetter reaction in aqueous conditions.

Authors:  Mégane Debiais; Aladin Hamoud; Reihana Drain; Philippe Barthélémy; Valérie Desvergnes
Journal:  RSC Adv       Date:  2020-11-09       Impact factor: 4.036

5.  An Electrochemical Way to Generate Amphiphiles from Hydrazones for the Synthesis of 1,2,4-Triazole Scaffold Cyclic Compounds.

Authors:  Wangyu Li; Mingteng Xiong; Xiao Liang; Dungai Wang; Heping Zhu; Yuanjiang Pan
Journal:  ChemistryOpen       Date:  2022-01       Impact factor: 2.911

6.  Catalytic atroposelective synthesis of axially chiral benzonitriles via chirality control during bond dissociation and CN group formation.

Authors:  Ya Lv; Guoyong Luo; Qian Liu; Zhichao Jin; Xinglong Zhang; Yonggui Robin Chi
Journal:  Nat Commun       Date:  2022-01-10       Impact factor: 17.694

7.  An Unexpected Inactivation of N-Heterocyclic Carbene Organic Catalyst by 1-Methylcyclopropylcarbaldehyde and 2,2,2-Trifluoroacetophenone.

Authors:  Yanling Chen; Jie Lv; Xuling Pan; Zhichao Jin
Journal:  Front Chem       Date:  2022-03-24       Impact factor: 5.221

8.  Enantioselective functionalization at the C4 position of pyridinium salts through NHC catalysis.

Authors:  Hangyeol Choi; Gangadhar Rao Mathi; Seonghyeok Hong; Sungwoo Hong
Journal:  Nat Commun       Date:  2022-04-01       Impact factor: 17.694

9.  NHC and visible light-mediated photoredox co-catalyzed 1,4-sulfonylacylation of 1,3-enynes for tetrasubstituted allenyl ketones.

Authors:  Lihong Wang; Ruiyang Ma; Jiaqiong Sun; Guangfan Zheng; Qian Zhang
Journal:  Chem Sci       Date:  2022-02-10       Impact factor: 9.825

Review 10.  A Review of the Pharmacological Activities and Recent Synthetic Advances of γ-Butyrolactones.

Authors:  Joonseong Hur; Jaebong Jang; Jaehoon Sim
Journal:  Int J Mol Sci       Date:  2021-03-09       Impact factor: 5.923
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.