Premium
Rhodium‐Catalyzed Arylative Transformations of Propargylic Diols: Dual Role of the Rhodium Catalyst
Author(s) -
Xing Junhao,
Zhu Yong,
Lin Xiao,
Liu Na,
Shen Yue,
Lu Tao,
Dou Xiaowei
Publication year - 2018
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201800048
Subject(s) - rhodium , chemistry , catalysis , cationic polymerization , reagent , intramolecular force , combinatorial chemistry , organic chemistry , enantioselective synthesis , medicinal chemistry
Controllable synthesis of a variety of allenic alcohols and 2,5‐dihydrofurans by rhodium(I)‐catalyzed arylative transformations of propargylic diols is reported. The hydroxorhodium catalyst was found to play dual role: it catalyzed the arylation/dehydroxylation reaction of propargylic diols to afford allenic alcohols, and besides, it could convert to a cationic rhodium species in situ, which catalyzed the intramolecular hydroalkoxylation of allenic alcohols to form dihydrofurans. Remarkably, generation of the cationic rhodium species is dependent on the arylboron reagent used. Thus, the controllable synthesis is achieved by simply changing the arylboron reagent.