144707-40-4Relevant articles and documents
Total Synthesis of (±)-Taiwaniaquinol F and Related Taiwaniaquinoids
Kakde, Badrinath N.,Kumari, Pooja,Bisai, Alakesh
, p. 9889 - 9899 (2015)
Total synthesis of (±)-taiwaniaquinol F (1a) has been accomplished via an efficient Lewis acid-catalyzed Nazarov-type cyclization of aryldiallylcarbinols (±)-2e derived from safranal 7. The methodology works under mild conditions using only 2 mol % of met
Hyperconjomer stereocontrol of cationic polyene cyclisations
Rodger, Robert T.,Graham, Marlowe S.,McErlean, Christopher S. P.
, p. 8551 - 8560 (2019/10/02)
Polyene cyclisations are a powerful method for the direct generation of molecular complexity. This paper describes the use of computational methods to investigate the stereoselectivity of cationic polyene cyclisations of geranylbenzene derivatives. The ou
Approach to Merosesquiterpenes via Lewis Acid Catalyzed Nazarov-Type Cyclization: Total Synthesis of Akaol A
Kakde, Badrinath N.,Kumar, Nivesh,Mondal, Pradip Kumar,Bisai, Alakesh
, p. 1752 - 1755 (2016/05/19)
A Lewis acid catalyzed Nazarov-type cyclization of arylvinylcarbinol has been developed for the asymmetric synthesis of carbotetracyclic core of merosesquiterpenes. The reaction works only in the presence of 2 mol % of Sn(OTf)2 and Bi(OTf)3 in dichloroethane under elevated temperature. The methodology offers the synthesis of a variety of enantioenriched arylvinylcarbinols from commercially available (3aR)-sclareolide 9 in six steps with an eventual concise total synthesis of marine sesquiterpene quinol, akaol A (1a).
Total syntheses of (±)-taiwaniaquinol D and (±)-taiwaniaquinone D via a key Lewis acid-catalyzed Nazarov type cyclization
Kakde, Badrinath N.,Parida, Amarchand,Kumari, Pooja,Bisai, Alakesh
, p. 3179 - 3184 (2016/07/06)
Total syntheses of structurally intriguing taiwaniaquinoids viz (±)-taiwaniaquinol D (1e) and (±)-taiwaniaquinone D (1h) have been disclosed via a key Lewis acid catalyzed Nazarov type cyclization of arylvinylcarbinols.
A formal total synthesis of salvadione
Maier, Martin E.,Bayer, Alexander
, p. 4034 - 4043 (2007/10/03)
The tricyclic 6-7-6 core structure of the triterpene salvadione (1) was obtained in an efficient manner from the aryl bromide 16 and the alkyl iodide 35 carrying a methylenecyclohexane group at the terminus. Alkylation of the anion derived from 16 with th
Approach to the synthesis of candelabrone and synthesis of 3,7-diketo-12-hydroxyabieta-8,11,13-triene
Burnell, Robert H.,Caron, Stephane
, p. 1446 - 1454 (2007/10/02)
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 bromide and the resulting dienes subjected to cationic cycliza