137360-02-2Relevant academic research and scientific papers
Studies Towards the Synthesis of Obtusenyne. A Claisen Rearrangement Approach to Unsaturated Nine-membered Lactones.
Curtis, Neil R.,Holmes, Andrew B.,Looney, Mark G.
, p. 7171 - 7178 (2007/10/02)
An advanced intermediate for the synthesis of the Laurencia oxonane natural product obtusenyne 1, namely the unsaturated nine-membered lactone 3, was efficiently prepared in seven steps from (E)-3-hexenoic acid 7.The key transformation was the Claisen rearrangement of the vinyl ketene acetal 4, which represents novel methodology for the preparation of such unsaturated nine-membered lactones. Key words: medium ring; unsaturated lactone; Claisen rearrangement; vinyl ketene acetal; selenoxide elimination.
