《Regio- and Stereoselective Synthesis of 1,1-Diborylalkenes via Bronsted Base-Catalyzed Mixed Diboration of Alkynyl Esters and Amides with BpinBdan》 was published in European Journal of Organic Chemistry in 2020. These research results belong to Liu, Xiaocui; Ming, Wenbo; Luo, Xiaoling; Friedrich, Alexandra; Maier, Jan; Radius, Udo; Santos, Webster L.; Marder, Todd B.. Safety of Ethyl propiolate The article mentions the following:
The NaOtBu-catalyzed mixed 1,1-diboration of terminal alkynes using the unsym. diboron reagent BpinBdan (pin = pinacolato; dan = 1,8-diaminonaphthalene) proceeds in a regio- and stereoselective fashion affording moderate to high yields of 1,1-diborylalkenes bearing orthogonal boron protecting groups. It is applicable to gram-scale synthesis without loss of yield or selectivity. The mixed 1,1-diborylalkene products can be utilized in Suzuki-Miyaura cross-coupling reactions which take place selectively at the C-B site. DFT calculations suggest the NaOtBu-catalyzed mixed 1,1-diboration of alkynes occurs through deprotonation of the terminal alkyne, stepwise addition of BpinBdan to the terminal carbon followed by protonation with tBuOH. Exptl. observed selective formation of (Z)-diborylalkenes is supported by our theor. studies. In the experiment, the researchers used many compounds, for example, Ethyl propiolate(cas: 623-47-2Safety of Ethyl propiolate)
Ethyl propiolate(cas: 623-47-2) is a clear colorless to pale yellow liquid that is soluble in ethanol, ether and chloroform. It an important organic chemical raw material and pharmaceutical intermediate. Ethyl propargylate is obtained by oxidation of propargyl alcohol to propargylic acid followed by esterification.Safety of Ethyl propiolate
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics