93681-82-4Relevant academic research and scientific papers
REGIOSELECTIVITY IN THE IODOLACTONIZATION OF 1,6-HEPTADIEN-4-CARBOXYLIC ACID DERIVATIVES
Kurth, Mark J.,Brown, Edward G.,Lewis, Eric J.,McKew, John C.
, p. 1517 - 1520 (1988)
Electronic control, as a consequence of differential olefin sustitution, and a comparison of conformational versus electronic control in the iodolactonization of 1,6-heptadien-4-carboxylic acid derivatives are reported.
Study on the total synthesis of velbanamine: Chemoselective dioxygenation of alkenes with PIFA via a stop-and-flow strategy
Liu, Huili,Zheng, Kuan,Lu, Xiang,Wang, Xiaoxia,Hong, Ran
, p. 983 - 990 (2013/07/19)
A "stop-and-flow" strategy was developed for the chemoselective dioxygenation of alkenes with a PIFA-initiated cyclization. This method is conceived for the desymmetrization of seco-diene, and a series of substituted 5-hydroxymethyl-γ-lactones were constructed after hydrolysis. This strategy also differentiates terminally substituted alkenes and constitutes a potentially novel synthetic approach for the efficient synthesis toward velbanamine.
Intramolecular Reactions of N-Nitrenes with Alkenes
Atkinson, Robert S.,Malpass, John R.,Skinner, Karen L.,Woodthorpe, Katherine L.
, p. 1905 - 1912 (2007/10/02)
Oxidation of 2-but-1-enyl- and 2-(1-phenylbut-1-enyl)-3-aminoquinazolin-4(3H)-ones (8) and (10), respectively, generates the corresponding N-nitrenes which are trapped intramolecularly by the double bonds.The results from competitive intramolecular trapping of the N-nitrene by different double bonds in 3-aminoquinazolones bearing bifurcated chains in position 2 indicate that these intramolecular nitrene additions are non-concerted and, as in the corresponding intramolecular addition to aromatic rings, proceed via 7-membered transition states with the nitrene functioning as an electrophile.
