Total syntheses of multicaulins via oxidative photocyclization of stilbenes.

  title={Total syntheses of multicaulins via oxidative photocyclization of stilbenes.},
  author={Hatice Secinti and Serdar Burmaoglu and Ramazan Altundas and Hasan SeÇen},
  journal={Journal of natural products},
  volume={77 9},
The Wittig reaction of 3-isopropyl-4-methoxybenzaldehyde and 2,3-dimethylbenzylphosphonium bromide afforded the corresponding stilbene mixture 16. Oxidative photocyclization of stilbene 16 with iodine facilitated the first total synthesis of 7-isopropyl-6-methoxy-1,2-dimethylphenanthrene, multicaulin (1). The O-demethylation of 1 with BBr3 afforded the 7-isopropyl-1,2-dimethylphenanthren-6-ol, O-demethylmulticaulin (2). 
5 Citations
Total synthesis of ent-(+)-cinanthrenol A
This synthesis features a photo-promoted oxidative 6π-electron electrocyclization/aromatization for construction of the cyclopenta[a]phenanthren-17-one and Furukawa hydroxyl-directed cyclopropanation for the rare spiro[2,4]heptane.
Syntheses and evaluation of multicaulin and miltirone-like compounds as antituberculosis agents
Four multicaulin and miltirone-like phenanthrene derivatives were synthesised and evaluated as antituber tuberculosis agents and the best antituberculosis activity was exhibited by 2-isopropylphenanthrene-3-ol.


[4+2] cycloaddition of o-xylylenes with imines using palladium catalyst.
The cycloaddition of o-(silylmethyl)benzylic carbonates with imines proceeded in the presence of the Pd(eta(3)-C(3)H(5))Cp-DPPPent catalyst, affording the tetrahydroisoquinolines in good to high
Approach to the synthesis of candelabrone and synthesis of 3,7-diketo- 12-hydroxyabieta-8,11,13-triene
An approach to the synthesis of aromatic diterpenes was tested for its generality. Phenylacetonitriles with increasing substitution on the aromatic ring were prepared and alkylated with geranyl bro...
Efficient cross-coupling of secondary alkyltrifluoroborates with aryl chlorides--reaction discovery using parallel microscale experimentation.
The ensuing results represent the first comprehensive study of alkylboron coupling to aryl chlorides and, in particular, using secondary alkyLboron partners.
Synthese von Plectranthonen, diterpenoiden Phenanthren-1,4-chinonen
Synthesis of Plectranthons, Diterpenoid Phenanthrene-1,4-diones The following phenanthrene-1,4-diones have been synthesized by using the photocyclization of the corresponding highly
Norditerpenoids and diterpenoids from Salvia multicaulis with antituberculous activity.
From the roots of Salvia multicaulis, four new aromatic norditerpenoids, multicaulin, 12-demethylmulticauline, multiorthoquinone, and 12-methyl-5-dethydrohorminone were isolated, as well as a new pimarane diterpenoid, salvipimarone, which was found to be significantly active.
Terpenoids of Salvia hydrangea: two new, rearranged 20-norabietanes and the effect of oleanolic acid on erythrocyte membranes.
Four abietane-type terpenoids, including two known royleanones and two new, rearranged 20-norabietanes, were isolated from the roots of the Iranian medicinal plant Salvia hydrangea DC, and oleanolic acid caused transformation of erythrocytes into stomatocytes in the concentration range where the in vitro antiplasmodial activity was observed.
Constituents from Salvia species and their biological activities.
This paper aims to provide a history of forensic medicine in China and its applications in the field of regenerative medicine, as well as some examples of how modern forensic medicine has changed over time.
A functionally orthogonal ligand-receptor pair created by targeting the allosteric mechanism of the thyroid hormone receptor.
The mutant TRbeta(H435A) is nonresponsive to physiological concentrations of T3 but can be activated by the synthetic hormone analogue QH2 which potently activates His435-->Ala mutant at concentrations that do not activate the wild-type receptors TRalpha and TRbeta.