91465-64-4Relevant academic research and scientific papers
Stereoselective intramolecular 6-exo-Heck reaction : A facile synthetic route to podocarpa-8,11,13-triene and diterpenoid resin acids intermediates
Mukhopadhyaya, Jayanta K.,Ghosh, Ajit K.,Ghatak, Usha Ranjan
, p. 835 - 837 (2007/10/03)
Intramolecular Heck reaction of the olefins 1a-c in the presence of sodium formate affords ca 3:1 mixtures of the respective trans- and cis-octahydrophenanthrenes 3a-c and 4a-c. Similar reaction of the olefmic ester 2 provides a 70:30 mixture of (±)-methyl desisopropyldehydroabietate 6 and (±)10-epi-methyl desoxypodocarpate 7.
Diterpene Synthesis.III. Acid-Catalyzed Cyclization of Methoxy-phenylethyltrimethyl-cyclohexanols, -cyclohexenols and -cyclohexenones
Davis, Brian R.,Hinds, Mark G.,Johnson, Stephen J.
, p. 1815 - 1825 (2007/10/02)
Cyclization of the methoxyphenylethyltrimethylcyclohexanols (3), (4) and (5), the cyclohexenols (6) and (7) and the cyclohexenones (20) and (21), in presence of a variety of acids, has been studied and the products analysed by chromatographic and spectros
The sp3-Carbon-Attached Trimethylsilyl Group as Removable Asymmetry-Inducing Auxiliary. 1. Aromatic Resin Acid Ring Systems
Janssen, Cornelus G. M.,Godefroi, Erik F.
, p. 3600 - 3603 (2007/10/02)
The use of the trimethylsilyl (Me3Si) unit as detachable diastereoselectivity-inducing auxiliary during cationic polycyclization reactions has been examined.Model studies show 2a,b to be easily cyclized to 3a-c in CF3COOH-containing CH2Cl2.Polycyclization of 5a, on treatment with SnCl4 in CH2Cl2, gives a 85:15 ratio of 6a/7a.The same conditions transform 5b into 5percent of 100percent diastereoselectively ortho-cyclized 6b and 46percent of para-cyclized 6c/7c, occurring as a 77:23 epimeric mixture.Desilylation of the cyclized materials, using KO-t-Bu/Me2SO, provides 4a-c and 8a,c.
