857463-55-9Relevant academic research and scientific papers
Enantioselective synthesis of α-terpineol and nephthenol by intramolecular acyloxazolidinone enolate alkylations
Jin, Yinghua,Coates, Robert M.
, p. 2902 - 2904 (2008/09/18)
Enolate anions generated from norterpenyl bromides bearing oxazolidinone chiral auxiliaries at the chain termini underwent efficient, stereo-biased cyclizations to form 6- and 14-membered rings in novel synthetic routes to α-terpineol and nephthenol enantiomers. The Royal Society of Chemistry 2006.
Stereochemistry of the macrocyclization and elimination steps in taxadiene biosynthesis through deuterium labeling
Jin, Qingwu,Williams, David C.,Hezari, Mehri,Croteau, Rodney,Coates, Robert M.
, p. 4667 - 4675 (2007/10/03)
Taxadiene synthase catalyzes the cyclization of (E,E,E)-geranylgeranyl diphosphate (GGPP) to taxa-4(5),11(12)-diene (Scheme 1, 5 → 2) as the first committed step of Taxol biosynthesis. Deuterated GGPPs labeled stereospecifically at C-1, C-4, and C-16 were
