Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 16400-32-1, is researched, SMILESS is CCC#CCBr, Molecular C5H7BrJournal, Article, Research Support, N.I.H., Extramural, Research Support, U.S. Gov’t, Non-P.H.S., Journal of the American Chemical Society called Kinetic Resolution via Rh-Catalyzed C-C Activation of Cyclobutanones at Room Temperature, Author is Deng, Lin; Fu, Yue; Lee, Siu Yin; Wang, Chengpeng; Liu, Peng; Dong, Guangbin, the main research direction is kinetic resolution rhodium catalyzed carbon carbon activation cyclobutanone; trans fused bicycle cyclobutanone enantioselective synthesis DFT.Safety of 1-Bromo-2-pentyne.
Herein we describe the development of a highly selective kinetic resolution of cyclobutanones via a Rh-catalyzed “”cut-and-sew”” reaction with selectivity factor up to 785. This reaction takes place at room temperature with excellent efficiency. Various trans-5,6-fused bicycles and C2-substituted cyclobutanones were obtained with excellent ee’s that can be further used as chiral building blocks. DFT calculations reveal the crucial roles of the DTBM-segphos ligand in stabilizing the rate- and enantioselectivity-determining C-C oxidative addition transition state via favorable ligand-substrate dispersion interactions.
After consulting a lot of data, we found that this compound(16400-32-1)Safety of 1-Bromo-2-pentyne can be used in many types of reactions. And in most cases, this compound has more advantages.
Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics