97800-07-2Relevant academic research and scientific papers
Hydrogen-bond-activated palladium-catalyzed allylic alkylation via allylic alkyl ethers: Challenging leaving groups
Huo, Xiaohong,Quan, Mao,Yang, Guoqiang,Zhao, Xiaohu,Liu, Delong,Liu, Yangang,Zhang, Wanbin
, p. 1570 - 1573 (2014/04/17)
C-O bond cleavage of allylic alkyl ether was realized in a Pd-catalyzed hydrogen-bond-activated allylic alkylation using only alcohol solvents. This procedure does not require any additives and proceeds with high regioselectivity. The applicability of this transformation to a variety of functionalized allylic ether substrates was also investigated. Furthermore, this methodology can be easily extended to the asymmetric synthesis of enantiopure products (99% ee).
CHEMISTRY OF 1,5-DIKETONE DERIVATIVES. 1. OXIDATION OF 8a-METHOXY-4a,5,6,7,8,8a-HEXAHYDROCHROMENES BY MONOPERPHTHALIC ACID
Moskovkina, T. V.,Vysotskii, V. I.,Tilichenko, M. N.
, p. 142 - 147 (2007/10/02)
2-(2-Oxo-3-hydroxy-1,3-diphenylpropyl)cyclohexanone, 2-(2,3-dioxo-1,3-diphenylpropyl)cyclohexanone, and 2-benzyl-7a-hydroxy-3-phenylperhydrobenzofuran are formed by the action of monoperphthalic acid on 8a-methoxy-2,4-diphenyl-4a,5,6,7,8,8a-hexahydrochromene.Under analogous conditions, 4a-methoxy-10-phenyl-1,2,3,4,4a,6,7,8,9,10a-decahydroxanthene forms 7a-hydroxy-3-phenyloctahydrobenzofuran-2-spiro-1'-cyclohexan-2'-one and its dehydration product.The behavior of the compounds obtained toward acetic anhydride and a methanolic solution of HCl was studied.The configurations of the reaction products and the reaction path are considered.
Michael Reaction of Conjugated Nitro Olefins with Carboxylic Acid Dianions and with Ester Enolates: New Synthesis of γ-Keto Acids and γ-Keto Esters
Miyashita, Masaaki,Yamaguchi, Ryuji,Yoshikoshi, Akira
, p. 2857 - 2863 (2007/10/02)
Base-sensitive conjugated nitro olefins 2 reacted with lithium dianions of carboxylic acids 3 or with lithium enolates of esters 4 at a low temperature of ca. -100 deg C, and subsequent treatment of the Michael adducts with aqueous acid yielded γ-keto acids 5 or esters 5' in a one-pot operation, respectively.Results of both the reactions have been compared.Some applications of the resulting γ-keto esters in organic synthesis have also been demonstrated in lactone synthesis and cyclenone annulation.
NEW SYNTHESIS OF Γ-KETO ACIDS FROM NITROOLEFINS AND CARBOXYLIC ACID DIANIONS
Miyashita, Masaaki,Yamaguchi, Ryuji,Yoshikoshi, Akira
, p. 1505 - 1508 (2007/10/02)
As a convenient synthetic method of γ-keto acids, oxoalkylation of carboxylic acids with nitroolefins was examinated.Carboxylic acid dianions reacted with conjugated nitroolefins at low temperature (-100 deg C) and a variety of γ-keto acids were obtained on acidic workup in moderate to good yields.
