C₃-Symmetric Chiral Cage-Shaped Phosphates: Synthesis and Application as Organocatalysts in Asymmetric Iodolactonizations

Liu, Xiao; Konishi, Akihito; Yasuda, Makoto

Asian Journal of Organic Chemistry, 2025, 14(6), e202500299

Number of Access:13（2025-08-13 21:20 Counts）

Identifier to cite or link to this item: https://hdl.handle.net/11094/102232

Link to primary information 

File Format Terms of use Size Views Date.Available Description information
AsianJournalofOrganicChemistry_14_6_e202500299 pdf None 2.71 MB 18 2025.07.10  
Creative Commons : Attribution - NonCommercial - NoDerivatives

Item Information

Output File Export EndNote Basic Export Mendeley

Title
C₃-Symmetric Chiral Cage-Shaped Phosphates: Synthesis and Application as Organocatalysts in Asymmetric Iodolactonizations
Creator
CreatorName
Liu, Xiao
NRID
1000010756480 1000010756480
ORCID
0000-0002-3438-786X 0000-0002-3438-786X
researchmap permalink
a-koni a-koni
Scopus Author ID
26324944100 26324944100
CreatorName
Konishi, Akihito
NRID
1000040273601 1000040273601
ORCID
0000-0002-6618-2893 0000-0002-6618-2893
researchmap permalink
read0185253 read0185253
Scopus Author ID
7402645045 7402645045
CreatorName
Yasuda, Makoto
Subject
C₃-symmetric ligands
Cage-shaped phosphates
Chiral Lewis bases
Halogen reagents
Iodolactonization
Description
Liu X., Konishi A., Yasuda M.. C3-Symmetric Chiral Cage-Shaped Phosphates: Synthesis and Application as Organocatalysts in Asymmetric Iodolactonizations. Asian Journal of Organic Chemistry 14, e202500299 (2025); https://doi.org/10.1002/ajoc.202500299.
Abstract
C₃-symmetric chiral cage-shaped phosphates that contain either a C─H or Si─Me tethered group were successfully synthesized. These phosphates were found to be air-stable Lewis-basic catalysts in enantioselective iodolactonization reactions where, I2 is activated with 1,3-dichloro-5,5-dimethylhydantoin (DCDMH). The C─H-tethered phosphate demonstrated efficient catalytic activity with good enantioselectivity for the iodolactonization of pent-4-enoic acids. In contrast, the Si─Me-tethered phosphate was effective in the enantioselective iodolactonization of hex-5-enoic acids, yielding six-membered iodolactones.
Publisher
John Wiley and Sons Inc
Source Title
Asian Journal of Organic Chemistry
Volume (Issue)
14(6)
Page
e202500299
Date of Issued
2025-04-07
Language
English
Handle URL
https://hdl.handle.net/11094/102232
PISSN
21935807
eISSN
21935815
Relation.isIdenticalTo
DOI (Publisher Version)
https://doi.org/10.1002/ajoc.202500299
Access Rights
open access
CopyRight
© 2025 The Author(s). Asian Journal of Organic Chemistry published by Wiley-VCH GmbH.
This article is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.
oaire:version
Version of Record
Category
学術雑誌論文 Journal Article