Intramolecular Oxidative Coupling of Aromatic Compounds. VI. An Efficient Synthesis of Some Dibenzocyclooctene Lignans

1994 ◽  
Vol 47 (5) ◽  
pp. 937 ◽  
Author(s):  
AR Carroll ◽  
WC Taylor

The 1,4-diaryl-2,3-dimethylbutanes (4) and (5) were readily prepared by reductive coupling of an arylacetone precursor followed by hydrogenation. Intramolecular oxidative coupling (dichlorodicyanobenzoquinone/trifluoroacetic acid) gave dibenzocyclooctene derivatives in good yield. (�)-Deoxyschizandrin and the corresponding trans isomer, existing in two distinct conformations, were prepared.

1994 ◽  
Vol 47 (8) ◽  
pp. 1579 ◽  
Author(s):  
AR Carroll ◽  
RW Read ◽  
WC Taylor

A convenient synthesis of (�)-deoxyschizandrin was achieved through the key step of reductive coupling of the bisacetonylbiphenyl (3). The latter compound was synthesized by oxidative cleavage of the bis olefin (5) formed by Claisen rearrangement of the bismethallyl ether of 2,2′,4,4′-tetramethoxybiphenyl-3,3′-diol. The synthesis of 2,2′,4,4′-tetramethoxy-6,6′-di(prop 1-enyl)biphenyl-3,3′-diol (2) is also described. The diphenolic oxidation of (2) did not lead to products with β,β′ carbons linked.


2014 ◽  
Vol 662 ◽  
pp. 59-62
Author(s):  
Shan Shan Gong ◽  
Qi Sun

A facile and efficient method for the synthesis ofP1,P3-dizidovudine-5′,5′-triphosphate has been developed. The coupling of zidovudine diphosphate with zidovudine phosphoropiperidate based on the DCI activation of P-N bond afforded the desired product in good yield.


1994 ◽  
Vol 49 (9) ◽  
pp. 1207-1214 ◽  
Author(s):  
Helmut Fischer ◽  
David Reindl ◽  
Gerhard Roth

An efficient synthesis of diarylallenylidene pentacarbonyl chromium and tungsten com­plexes is presented. Irradiation of M(CO)6 in THF affords (CO)sM[THF], Substitution of the THF ligand by diarylpropargylalcoholate and subsequent desoxygenation with COCF gives the title compounds in good yield. (The structure of diphenylallenylidene pentacarbonyl chromium has been determined by X-ray structure analysis


2015 ◽  
Vol 70 (4) ◽  
pp. 221-223 ◽  
Author(s):  
Jin Wang ◽  
Teng-huo-sheng Liao ◽  
Jian Yang

AbstractThe title compound (5) was prepared by a reaction sequence starting from 2,3,4,5-tetramethoxytoluene (1) via the Blanc reaction, oxidation and alkylation. The described method provides a good yield of the C-6 heterocyclic-substituted benzoquinone derivative and is suitable for the synthesis of other benzoquinone derivatives.


Synfacts ◽  
2006 ◽  
Vol 2006 (5) ◽  
pp. 0445-0445 ◽  
Author(s):  
J. Pei ◽  
W.-Y. Zheng ◽  
J. Mao ◽  
X.-H. Zhou

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