131511-13-2Relevant articles and documents
A palladium/norbornene cooperative catalysis to access N-containing bridged scaffolds
Gao, Qianwen,Liu, Ze-Shui,Hua, Yu,Li, Lisha,Cheng, Hong-Gang,Cong, Hengjiang,Zhou, Qianghui
, p. 8816 - 8819 (2019)
A palladium/norbornene cooperative catalysis promoted annulation involving an ortho-C-H amination and intramolecular Heck cascade between aryl iodides and functionalized amination reagents is reported, thereby providing a highly convergent access to the u
Organocatalytic Enantioselective Conia-Ene-Type Carbocyclization of Ynamide Cyclohexanones: Regiodivergent Synthesis of Morphans and Normorphans
Xu, Yin,Sun, Qing,Tan, Tong-De,Yang, Ming-Yang,Yuan, Peng,Wu, Shao-Qi,Lu, Xin,Hong, Xin,Ye, Long-Wu
supporting information, p. 16252 - 16259 (2019/11/03)
Described herein is an organocatalytic enantioselective desymmetrizing cycloisomerization of arylsulfonyl-protected ynamide cyclohexanones, representing the first metal-free asymmetric Conia-ene-type carbocyclization. This method allows the highly efficient and atom-economical construction of a range of valuable morphans with wide substrate scope and excellent enantioselectivity (up to 97 % ee). In addition, such a cycloisomerization of alkylsulfonyl-protected ynamide cyclohexanones can lead to the divergent synthesis of normorphans as the main products with high enantioselectivity (up to 90 % ee). Moreover, theoretical calculations are employed to elucidate the origins of regioselectivity and enantioselectivity.
Synthesis of the tetracyclic ABCD ring systems of madangamines D-F
Diaba, Fa??za,Pujol-Grau, Climent,Mart??nez-Laporta, Agust??n,Fern??ndez, Israel,Bonjoch, Josep
supporting information, p. 568 - 571 (2015/03/04)
Synthesis of the tetracyclic cores of madangamines D-F was achieved, featuring a reductive radical process from an ethoxycarbonyldichloroacetamide to build the morphan nucleus, a Mitsunobu-type aminocyclization toward the common diazatricyclic intermediate, and ring-closing metathesis reactions for the macrocyclization step leading to the 13- to 15-membered rings.