113194-61-9Relevant academic research and scientific papers
Synthesis of Four Possible Isomers of 9-(Bromomethylene)-1,2,5-trimethylspiroundeca-1,7-dien-3-one: Structure Elucidation of a Brominated Rearranged Chamigrane-Type Sesquiterpene
Iwata, Chuzo,Akiyama, Tomohiro,Miyashita, Kazuyuki
, p. 2872 - 2877 (2007/10/02)
The first total synthesis of (5R*,6R*)- and (5R*,6S*)-9-(bromomethylene)-1,2,5-trimethylspiroundeca-1,7-dien-3-one (1a and 1b) was achieved stereoselectively.The relative configuration of C-5 and C-6 of the natural product Z-1 was elucidated as 5R* and 6R* by comparison with our synthetic samples.Keywords-9-(bromomethylene)-1,2,5-trimethylspiroundeca-1,7-dien-3-one; halogenated rearranged chamigrane-type sesquiterpene; total synthesis; structure elucidation; hydroxyspirodienone; regioselective reduction; bromomethylenation; allylic oxidation
