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Regioselective β‐Arylation of α‐Angelica Lactone through Isomerization/Addition under Mild Conditions
Author(s) -
Zhuo KaiFeng,
Yu ShangHai,
Gong TianJun,
Fu Yao
Publication year - 2020
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201902761
Subject(s) - regioselectivity , lactone , chemistry , isomerization , levulinic acid , organic chemistry , catalysis , biomass (ecology) , combinatorial chemistry , oceanography , geology
The conversion of biomass‐based platform molecules into various high‐value chemicals greatly promotes the utilization of renewable biomass resources. Herein, an example of Rh‐catalyzed β‐arylation of levulinic‐acid‐derived α‐angelica lactone was reported, providing the γ‐lactone‐structure products with high regioselectivity. Both arylboronic and alkenylboronic acids could be applied in this transformation. This reaction tolerated a variety of synthetically important functional groups. Moreover, the obtained γ‐lactone products could be readily converted to high‐value products such as 1,4‐diols and γ‐methoxy‐carboxylates.