通过环化酸脱烷基-2二氢合成这些 despiroacetals des systemes dioxa-1,7spiro [5.5] undecane et dioxa-1,6spiro [4.5] decane a partir d'α-hydroxyalkyl-5 furannebutanols-2 et-furannepropanols-2 -3,6 羟基-6 w-羟基丁基- et -丙基-2 pyrannones-3
通过环化酸脱烷基-2二氢合成这些 despiroacetals des systemes dioxa-1,7spiro [5.5] undecane et dioxa-1,6spiro [4.5] decane a partir d'α-hydroxyalkyl-5 furannebutanols-2 et-furannepropanols-2 -3,6 羟基-6 w-羟基丁基- et -丙基-2 pyrannones-3
catalytic methods for the oxidative furan-recyclizations remain scarcely investigated. Given this, we report a means of manganese-catalyzed oxidations of furan with low loading, achieving the Achmatowiczrearrangement in the presence of hydrogen peroxide as an environmentally benign oxidant under mild conditions with wide functional group compatibility.
.A protocol for Pd-catalyzed intra- and intermolecular 2,5-alkoxyarylation reactions of furans to diastereospecifically synthesize two series of spirooxindoles is reported. This protocol likely involves an intramolecular dearomatizing Heck-type [small alpha]-arylation of...
Acid-Catalyzed Intramolecular Ring-Opening Reactions of Cyclopropanated Oxabenzonorbornadienes with Carboxylic Acid Nucleophiles
作者:William Tam、Angel Ho、Austin Pounder、Samuel Koh、Matthew P. Macleod、Emily Carlson
DOI:10.1055/a-1672-2260
日期:2022.3
(CPOBDs) to undergo ring-opening reactions in mild acidic conditions. The optimized reaction conditions involve the use of pTsOH in DCE at 90 °C. Two regioisomers are formed but the reactions are highly regioselective towards type 3 ring-opened products. It was observed that substitution at the C5 and aryl positions of CPOBD significantly hinders the ring-opening reactions leading to decreased yields of
Synthesis and Biological Evaluation of Dimeric Furanoid Macroheterocycles: Discovery of New Anticancer Agents
作者:K. C. Nicolaou、Christian Nilewski、Christopher R. H. Hale、Christopher F. Ahles、Chiao An Chiu、Christian Ebner、Abdelatif ElMarrouni、Lifeng Yang、Katherine Stiles、Deepak Nagrath
DOI:10.1021/jacs.5b00141
日期:2015.4.15
A recently developed dimerization/macrocyclization was employed to synthesize a series of macroheterocycles which were biologically evaluated, leading to the discovery of a number of potent cytotoxic agents (e.g., 27: GI50 = 51 nM against leukemia CCRF-CEM cell line; 29: GI50 = 99 nM against melanoma MDA-MB-435 cell line). Further biological studies support an apoptosis mechanism of action for these
Diastereoselective Reductive Ring Expansion of Spiroketal Dihydropyranones to <i>cis</i>-Fused Bicyclic Ethers
作者:Liangyu Zhu、Liyan Song、Rongbiao Tong
DOI:10.1021/ol302813e
日期:2012.12.7
A novel double cascade synthetic strategy was developed for the diastereoselective syntheses of cis-fused bicyclicethers, featuring cascade Achmatowicz rearrangement/spiroketalization and cascade spiroketal reduction/oxa-Michael cyclization. Especially, the chemo-, regio-, and diastereoselective reduction of densely functionalized spiroketal dihydropyranones, followed by oxa-Michael cyclization in