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A highly efficient catalytic method for the synthesis of phosphite diesters.

Authors :
Saito Y
Cho SM
Danieli LA
Matsunaga A
Kobayashi S
Source :
Chemical science [Chem Sci] 2024 Apr 17; Vol. 15 (21), pp. 8190-8196. Date of Electronic Publication: 2024 Apr 17 (Print Publication: 2024).
Publication Year :
2024

Abstract

In contrast to conventional methods that rely on stoichiometric activation of phosphonylating reagents, we have developed a highly efficient catalytic method for the synthesis of phosphite diesters using a readily available phosphonylation reagent and alcohols with environmentally benign Zn(ii) catalysts. Two alcohols could be introduced consecutively on the P center with release of trifluoroethanol as the sole byproduct, without any additive, under mild conditions. The products could be oxidized smoothly to access phosphate triesters. A range of alcohols, including sterically demanding and highly functionalized alcohols such as carbohydrates and nucleosides, can be applied in this reaction.<br />Competing Interests: There are no conflicts to declare.<br /> (This journal is © The Royal Society of Chemistry.)

Details

Language :
English
ISSN :
2041-6520
Volume :
15
Issue :
21
Database :
MEDLINE
Journal :
Chemical science
Publication Type :
Academic Journal
Accession number :
38817565
Full Text :
https://doi.org/10.1039/d4sc01401d