61281-38-7Relevant articles and documents
Total Syntheses of the Lignans Isolated from Schisandra Chinensis
Tanaka, Masahide,Ohshima, Toshihiro,Mitsuhashi, Hiroshi,Maruno, Masao,Wakamatsu, Takeshi
, p. 11693 - 11702 (2007/10/02)
The total syntheses of wuweizisu C (4), gomisin J (6), gomisin N (7), and γ-schizandrin (8) having natural configuration were accomplished in a stereoselective manner.The catalytic hydrogenation or the metal mediated 1,4-reduction of the tetracyclic lactones (12, 17, 22, 30) played the significant role for the stereoselective introduction of C6, C7 dimethyl moiety.Furthermore, the neighboring carbonyl group assisted regioselective demethylation of 5 was essential for the synthesis of 6.
Intramolecular Oxidative Coupling of Aromatic Compounds. VII. A Convenient Synthesis of (+/-)-Deoxyschizandrin
Carroll, Anthony R.,Read, Roger W.,Taylor, Walter C.
, p. 1579 - 1590 (2007/10/02)
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.
Ruthenium dioxide in fluoro acid medium: I. A new agent in the biaryl oxidative coupling. Application to the synthesis of non phenolic bisbenzocyclooctadiene lignan lactones
Landais,Robin,Lebrun
, p. 3787 - 3804 (2007/10/02)
Ruthenium (IV) dioxide dihydrate in fluoro acid medium was found to be a very efficient agent for the oxidative coupling of non phenolic lignans and their derivatives, and this method was applied to the total synthesis of (+/-)-neoisostegane 2a and (+/-)-steganolide A 2b. This procedure was also used to obtain the first stereospecific synthesis of a cis-bisbenzocyclooctadiene lactone, the (+/-)-deoxyschizandrin 17, of which, was afforded by a short reduction sequence.