1610462-02-6Relevant articles and documents
Nickel-catalyzed asymmetric ring opening of oxabenzonorbornadienes with arylboronic acids
Zeng, Zhongyi,Yang, Dingqiao,Long, Yuhua,Pan, Xuejing,Huang, Guobao,Zuo, Xiongjun,Zhou, Wen
, p. 5249 - 5257 (2014/06/23)
A new, versatile, and highly efficient nickel-catalyzed asymmetric ring-opening (ARO) reaction of oxabenzonorbornadienes with a wide variety of arylboronic acids has been developed, yielding cis-2-aryl-1,2-dihydronaphthalen- 1-ols in high yields (up to 99%) with good to excellent enantioselectivities (up to 99% ee) under very mild conditions. The effects of various nickel precursors, chiral bidentate ligands, catalyst loadings, bases, solvents, and temperatures on the yield and enantioselectivity of the reaction were also investigated. A plausible mechanism was proposed to account for the formation of the corresponding cis-ring-opened products based on the X-ray structure of product 4b.