60669-64-9Relevant academic research and scientific papers
Cu/Pd-catalyzed borocarbonylative trifunctionalization of alkynes and allenes: synthesis of β-geminal-diboryl ketones
Yuan, Yang,Wu, Fu-Peng,Spannenberg, Anke,Wu, Xiao-Feng
, p. 2142 - 2153 (2021/09/06)
Functionalized bisboryl compounds have recently emerged as a new class of synthetically useful building blocks in organic synthesis. Herein, we report an efficient strategy to synthesize β-geminal-diboryl ketones enabled by a Cu/Pd-catalyzed borocarbonylative trifunctionalization of readily available alkynes and allenes. This reaction promises to be a useful method for the synthesis of functionalized β-geminal-diboryl ketones with broad functional group tolerance. Mechanistic studies suggest that the reaction proceeds through borocarbonylation/hydroboration cascade of both alkynes and allenes. [Figure not available: see fulltext.]
Catalytic Conjunctive Coupling of Carboxylic Acid Derivatives with 9-BBN-Derived Ate Complexes
Law, Chunyin,Meng, Yan,Koo, Seung Moh,Morken, James P.
supporting information, p. 6654 - 6658 (2019/04/13)
β-Boryl carbonyl compounds are produced by a Ni-catalyzed cross-coupling of vinylboron “ate” complexes and acid chloride or acid anhydride electrophiles. The reactions are efficient, being complete in as little as two minutes, and can be applied to a broad range of substrates.
FeCl3·6H2O-catalyzed mukaiyama-aldol type reactions of enolizable aldehydes and acetals
Rodríguez-Gimeno, Alejandra,Cuenca, Ana B.,Gil-Tomás, Jesús,Medio-Simón, Mercedes,Olmos, Andrea,Asensio, Gregorio
, p. 8263 - 8270 (2015/03/18)
Mukaiyama-aldol type reactions of acetals derived from enolizable aldehydes with FeCl3·6H2O, an eco-friendly, low-cost, and stable catalyst, lead to β-methoxycarbonyl compounds with nearly quantitative yields. The methodology is extended to the parent aldehydes as starting materials, leading to the corresponding aldols with lower yields, but efficiently. Different alkyl and aryl substituted acetals and aldehydes have been tested in the reaction with linear and cyclic silyl enol ethers. Reactions are carried out in an open air atmosphere, and additives are not required. Acetals can be considered activating groups of the carbonyl moiety rather than a protecting group in this type of FeCl3·6H2O-catalyzed condensation.
Synthesis of silaoxazolinium salts bearing weakly coordinating anions: Structures and catalytic activities in the aldol reaction
Chandra Sheker Reddy, Anugu,Chen, Zhang,Hatanaka, Tohru,Minami, Tatsuya,Hatanaka, Yasuo
, p. 3575 - 3582 (2013/07/26)
The synthesis and structures of silaoxazolinium salts 2 and their application to the catalytic Mukaiyama aldol reaction are described. The reaction of (N-amidomethyl)dimethylchlorosilane (1a) or (N-amidomethyl) bis(trimethylsilyl)chlorosilane (1b) with me
Development of N,N-bis(perfluoroalkanesulfonyl)squaramides as new strong Br?nsted acids and their application to organic reactions
Cheon, Cheol Hong,Yamamoto, Hisashi
supporting information; experimental part, p. 4257 - 4264 (2010/07/06)
New strong Br?nsted acids derived from a squaric acid scaffold bearing different perfluoroalkanesulfonyl groups have been developed and applied to several organic reactions. These squaramides are bench-stable and exhibit much higher reactivities in several organic reactions than squaric acid itself. N,N-Bis(trifluoromethanesulfonyl)squaramide 2a was applied to the Mukaiyama aldol reaction and Mukaiyama Michael reaction. Mechanistic studies revealed that the Br?nsted acid might be the predominant catalyst through direct protonation of carbonyl compound by the acid itself rather than the silylated Br?nsted acid. The utility of this acid 2a was further extended to Hosomi-Sakurai allylation of aldehydes and a carbonyl-ene reaction. Furthermore, other squaramides 2b and c bearing longer perfluoroalkyl chains have been developed, which are also bench-stable and displayed similar reactivities with squaramide 2a in several organic reactions.
NOVEL BETA-HYDROXYKETONES AND BETA-ALKOXYKETONES WITH ESTROGENIC ACTIVITY
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Page/Page column 34, (2009/06/27)
This invention relates to β-hydroxyketones and β-alkoxyketones of formula (I), to their use as estrogen receptor modulators, and to methods for their preparation.
Synthesis and structure of an extremely air-stable binuclear hafnocene perfluorooctanesulfonate complex and its use in lewis acid-catalyzed reactions
Qiu, Renhua,Zhang, Guoping,Zhu, Yuyang,Xu, Xinhua,Shao, Lingling,Li, Yinhui,An, Delie,Yin, Shuangfeng
supporting information; scheme or table, p. 6488 - 6494 (2010/02/28)
An extremely air-stable μ2-hydroxy-bridged binuclear hafonocene perfluorooctanesulfoante complex was successfully synthesized. This complex showed high catalytic efficiency in the esterification of alcohols, phenol, thiol, and amines, in the Friedel-Crafts acylation of alylaryl ethers, in the Mukaiyama aldol reaction, and in the allylation of aldehydes and could be reused.
Synthesis and evaluation of estrogen agonism of diaryl 4,5- dihydroisoxazoles, 3-hydroxyketones, 3-methoxyketones, and 1,3-diketones: A compound set forming a 4D molecular library
Pulkkinen, Juha T.,Honkakoski, Paavo,Per?kyl?, Mikael,Berczi, Istvan,Laatikainen, Reino
supporting information; experimental part, p. 3562 - 3571 (2009/04/06)
In this paper, the preparation and systematic evaluation of estrogen receptor α (ERα) and estrogen receptor β (ERβ) activities of some diaryl-1,3-diones and their synthetic intermediates, diaryl-4,5-dihydroisoxazoles, diaryl-3-hydroxyketones, diaryl-3-met
N-heterocyclic carbene-catalyzed Mukaiyama aldol reactions
Song, Jinhua J.,Tan, Zhulin,Reeves, Jonathan T.,Yee, Nathan K.,Senanayake, Chris H.
, p. 1013 - 1016 (2007/10/03)
(Chemical Equation Presented) N-Heterocyclic carbenes were shown to be highly effective catalysts to promote Mukaiyama aldol reactions. In the presence of only 0.5 mol % of N-heterocyclic carbene (5), various aldehydes and 2,2,2-trifluoroacetophenone unde
Acetate aldol reactions of chiral oxocarbenium ions
Kanwar, Sandeep,Trehan, Sanjay
, p. 1329 - 1332 (2007/10/03)
Chiral oxocarbenium ions have been exploited to carry out highly diastereoselective and enantioselective acetate aldol addition reactions. The chiral auxiliary has been optimized to give the product with good diastereoselectivity.
