86549-25-9Relevant articles and documents
Intramolecular Organocatalytic [3+2] Dipolar Cycloaddition: Stereospecific Cycloaddition and the Total Synthesis of (±)-Hirsutene
Wang, Jian-Cheng,Krische, Michael J.
, p. 5855 - 5857 (2003)
A testing ground for cyclopentannulation strategies: the triquinane natural product hirsutene is obtained through the intramolecular organocatalytic [3+2] cycloaddition of the 1,7-enyne (E)-1. The cycloaddition is stereospecific: reaction of the correspon
Nickel-Catalyzed Reductive Allylation of Tertiary Alkyl Halides with Allylic Carbonates
Chen, Haifeng,Jia, Xiao,Yu, Yingying,Qian, Qun,Gong, Hegui
supporting information, p. 13103 - 13106 (2017/09/19)
The construction of all C(sp3) quaternary centers has been successfully achieved under Ni-catalyzed cross-electrophile coupling of allylic carbonates with unactivated tertiary alkyl halides. For allylic carbonates bearing C1 or C3 substituents, the reaction affords excellent regioselectivity through the addition of alkyl groups to the unsubstituted allylic carbon terminus. The allylic alkylation method also exhibits excellent functional-group compatibility, and delivers the products with high E selectivity.