63194-80-9Relevant articles and documents
Asymmetric Catalytic [4+5] Annulation of ortho-Quinone Methides with Vinylethylene Carbonates and its Extension to Stereoselective Tandem Rearrangement
An, Xian-Tao,Du, Ji-Yuan,Jia, Zhi-Long,Zhang, Qing,Yu, Ke-Yin,Zhang, Yi-Zhou,Zhao, Xian-He,Fang, Ran,Fan, Chun-An
supporting information, p. 3803 - 3809 (2020/03/19)
Palladium-catalyzed asymmetric [4+5] annulation of ortho-quinone methides (o-QMs) with substituted vinylethylene carbonates (VECs) is described for the first time, giving a novel enantioselective approach to chiral nine-membered benzoheterocycles. Based on this designed [4+5] annulation, an unprecedented silica gel-promoted tandem rearrangement reaction featuring a unique asymmetric aromatic Claisen rearrangement is explored at room temperature, offering a new method for asymmetric construction of all-carbon quaternary stereocenters embedded in chiral functionalized homoallylic alcohols.
Organophotoredox-catalyzed intermolecular Oxa-[4+2] cycloaddition reactions
Tanaka, Kenta,Omata, Daichi,Asada, Yosuke,Hoshino, Yujiro,Honda, Kiyoshi
, p. 10669 - 10678 (2019/08/22)
An intermolecular oxa-[4+2] cycloaddition reaction promoted by a thioxanthylium photoredox catalyst under irradiation with green light has been developed. The reaction of ortho-quinone methides with styrenes smoothly affords the desired cycloadducts. Espe
N-Heterocyclic Carbene-Catalyzed [4 + 2] Cyclization of Saturated Carboxylic Acid with o-Quinone Methides through in Situ Activation: Enantioselective Synthesis of Dihydrocoumarins
Wang, Yuanfeng,Pan, Jian,Dong, Jingjiao,Yu, Chenxia,Li, Tuanjie,Wang, Xiang-Shan,Shen, Shide,Yao, Changsheng
, p. 1790 - 1795 (2017/02/10)
An N-heterocyclic carbene (NHC)-catalyzed formal [4 + 2] synthesis of dihydrocoumarins was realized from saturated carboxylic acids and o-quinone methides via an in situ activation strategy. This protocol results in excellent diastereoselectivity and enantioselectivity and good yields and uses readily available and inexpensive starting materials.