We found a match
Your institution may have rights to this item. Sign in to continue.
- Title
Diversity-oriented synthesis of P-stereogenic and axially chiral monodentate biaryl phosphines enabled by C-P bond cleavage.
- Authors
Pang, Liangzhi; Huang, Zhan; Sun, Qilin; Li, Gen; Liu, Jiaojiao; Li, Baoli; Ma, Congyue; Guo, Jiaxu; Yao, Chuanzhi; Yu, Jie; Li, Qiankun
- Abstract
Chiral monodentate biaryl phosphines (MOPs) have attracted intense attention as chiral ligands over the past decades. However, the creation of structurally diverse chiral MOPs with both P- and axial chirality is still in high demand but challenging. Here, we show a distinct strategy for diversity-oriented synthesis of structurally diverse MOPs containing both P- and axial chirality enabled by enantioselective C-P bond cleavage. The key chiral PdII intermediates, generated through the stereoselective oxidative addition of C-P bond, could be trapped by alkynes, R3Si-Bpin, diboron esters or reduced by H2O/B2pin2, leading to enantioenriched structurally diverse MOPs in excellent diastereo- and enantioselectivities. Based on the outstanding properties of the parent scaffolds, the P- and axially chiral monodentate biaryl phosphines serve as excellent catalysts in asymmetric [3 + 2] annulation of MBH carbonate affording the chiral functionalized bicyclic imide. Chiral monodentate biaryl phosphines (MOPs) have attracted intense attention as chiral ligands over the past decades. Here, the authors show diversity-oriented synthesis of structurally diverse MOPs containing both phosphorus and axial chirality.
- Subjects
SCISSION (Chemistry); OXIDATIVE addition; CHIRALITY element; PHOSPHINES; SUPPLY &; demand; ANNULATION
- Publication
Nature Communications, 2023, Vol 14, Issue 1, p1
- ISSN
2041-1723
- Publication type
Article
- DOI
10.1038/s41467-023-40138-8