- Development of Axially Chiral Styrene-Type Carboxylic Acid Ligands via Palladium-Catalyzed Asymmetric C-H Alkynylation
-
A weakly coordinated carboxylate-directed palladium-catalyzed atroposelective C-H alkynylation method for the development of novel axially chiral styrene-type carboxylic acids is disclosed. This transformation exhibits good yields (up to 85%), excellent enantiocontrol (up to 99% ee), and mild conditions. Notably, the synthetic utility of the resulting alkynyl carboxylic acid derivatives was demonstrated by various derivatizations as well as their potential as chiral ligands in asymmetric C-H activations.
- Cui, Ru,Jin, Ruo-Xing,Li, Fei,Li, Yan,Wang, Xi-Sheng,Wu, Bing-Bing,Wu, Tian-Rui,Yang, Chi
-
supporting information
p. 8132 - 8137
(2021/11/01)
-
- Enantioselective NHC-Catalyzed [3+3] Annulation of α-Bromoenals with 2-Aminobenzimidazoles
-
A chiral carbene-catalyzed [3+3] annulation of α-bromoenals with 2-aminobenzimidazoles providing pyrimido[1,2-a]benzimidazoles has been described. This protocol features a broad scope and good functional group tolerance. Biological studies indicated that the formed pyrimido[1,2-a]benzimidazole exhibited moderate cytotoxic activity against tumor cells.
- Xie, Yangxi,Li, Luoyuan,Sun, Shaofa,Wu, Zijun,Lang, Ming,Jiang, Di,Wang, Jian
-
supporting information
p. 391 - 394
(2020/01/31)
-
- Synthesis of Axially Chiral Styrenes through Pd-Catalyzed Asymmetric C?H Olefination Enabled by an Amino Amide Transient Directing Group
-
The atroposelective synthesis of axially chiral styrenes remains a formidable challenge due to their relatively lower rotational barriers compared to the biaryl atropoisomers. Herein, we describe the construction of axially chiral styrenes through Pd
- Jin, Liang,Li, Ya,Liu, Lei,Liu, Yan-Hua,Shi, Bing-Feng,Song, Hong,Yao, Qi-Jun
-
supporting information
p. 6576 - 6580
(2020/03/10)
-
- NHC-Catalyzed Enantioselective [3 + 3] Annulation to Construct 5,6-Dihydropyrimidin-4-ones
-
The unprecedented enantioselective NHC-catalyzed [3 + 3] annulation of α-bromoenals with amidines via a dual C-N bond formation is described. The protocol allows a rapid preparation of 5,6-dihydropyrimidinones in acceptable yields with good enantioselectivities.
- Meng, Di,Xie, Yangxi,Peng, Qiupeng,Wang, Jian
-
supporting information
p. 7635 - 7639
(2020/10/09)
-
- N-Heterocyclic Carbene-Catalyzed β-Indolylation of α-Bromoenals with Indoles
-
An unprecedented example of NHC-catalyzed β-indolylation of α-bromoenals with indoles has been developed. This concise protocol features several advantages (mild reaction conditions, broad substrate scope) and constructs synthetically useful building blocks, namely β-biaryl methylene esters. Notably, the β-biaryl methylene-type fragment is widely found in natural products or pharmaceuticals. (Figure presented.).
- Sun, Shaofa,Lang, Ming,Wang, Jian
-
supporting information
p. 5704 - 5708
(2019/12/24)
-
- Reactions of α-haloacroleins with azides: Highly regioselective synthesis of formyl triazoles
-
A general metal-free route to 1,4-disubstituted and 1,4,5-trisubstituted 1,2,3-triazoles was developed. α-Haloacroleins reacted with organic azides in a DMSO/H2O mixture solvent at room temperature to produce 1,4-disubstituted triazoles (up to 99%) with exclusive regioselectivities. This protocol is convenient and scalable with a broad substrate scope including aliphatic and aromatic azides. The resulting triazoles exhibited an aldehyde group at the C4 position and demonstrated synthetic utilizations. One 1,2,3-triazole compound containing diastereotopic protons was also identified.
- Zhang, Dongsheng,Fan, Yingzhu,Yan, Zhongliang,Nie, Yi,Xiong, Xingquan,Gao, Lizhu
-
supporting information
p. 4211 - 4216
(2019/08/07)
-
- N-Heterocyclic Carbene-Catalyzed Enantioselective β-Amination of α-Bromoenals Enabled by a Proton-Shuttling Strategy
-
An unprecedented enantioselective NHC-catalyzed β-amination of α-bromoenals with o-benzodiamines was developed by utilizing a proton-shuttling strategy. This formal [4+3] annulation protocol yielded the corresponding 1,5-benzodiazepines in high yields with excellent enantioselectivities. The obtained optically active 1,5-benzodiazepines as building blocks and pharmacophores should be useful in the synthesis of other valuable molecules or in drug discovery.
- Lang, Ming,Wang, Jian
-
supporting information
p. 2958 - 2962
(2018/06/27)
-