106160-64-9Relevant academic research and scientific papers
Synthesis of (+/-)-Karahana Ether and Karahanaenone by Selective Cyclization of 6,7-Epoxygeranyl Acetate
Barrero, Alejandro F.,Alvarez-Manzaneda, Enrique J.,Palomino, P. Linares
, p. 13239 - 13250 (2007/10/02)
Efficient methods for preparing (+/-)-karahana ether (1b) and karahanaenone (2) from 6,7-epoxygeranyl acetate (3), by Lewis-acid-catalyzed electrophilic cyclization, are described.
Synthesis of (+/-)-karahana ether and a (+/-)-labdadienoic acid by the electrophilic cyclization of epoxy allylsilanes
Armstrong, Rosemary J.,Weiler, Larry
, p. 584 - 596 (2007/10/02)
The epoxy allylsilanes 7 and 16 were synthesized by stereoselective routes from β-keto esters and cyclized with Lewis acids in good yield.The monocyclic product from 7 was converted into (+/-)-karahana ether (10), and the bicyclic product from 20 was used in a synthesis of the 3-hydroxylabdadienoic acid 24b.
SHYNTHESIS OF (1S,5R)-KARAHANA ETHER AND (1S,5R)-KARAHANA LACTONE. THE OPTICALLY ACTIVE FORMS OF UNIQUE MONOTERPENES WITH A 6-OXABICYCLOOCTANE RING SYSTEM
Mori, Kenji,Mori, Hideto
, p. 5487 - 5494 (2007/10/02)
(1S,5R)-(-)-Karahana ether (8,8-dimethyl-2-methylene-6-oxabicyclooctane) and (1S,5R)-(-)-karahana lactone (8,8-dimethyl-2-methylene-6-oxabicyclooctan-7-one) were synthesized from (S)-3-hydroxy-2,2-dimethylcyclohexanone.The natural karahana lactone was shown to be almost racemic (ca. 1.3 percent e.e.).
Stereoselective cyclization of epoxy allylsilanes. A synthesis of karahana ether
Armstrong, Rosemary J.,Weiler, Larry
, p. 214 - 216 (2007/10/02)
Epoxy allylsilanes can be cyclized with Lewis acids to give cyclic alcohols in a biomimetic synthesis of mono and bicyclic compounds.The allylsilane has a pronounced effect on activating an olefin in this cyclization and producing the exocyclic methylene
