An Efficient Asymmetric Synthesis of Tarchonanthuslactone¹

A new route to acrylate oils: Crosslinking and properties of acrylate triglycerides from high oleic sunflower oil

“…31 The saturated and unsaturated secondary alcohol triglycerides, HSO and HSO[H], were esterified with acryloyl chloride, in presence of triethylamine, following a conventional procedure [Scheme 1(b)]. 32 In this way, after a workup to remove the amine salts, yellowish liquids were obtained in about 90% yields. The characterization of the resulting acrylic products, ASO and ASO[H], was carried out by 1 H [Fig.…”

Stereoselective Synthesis of 1,3-Diols

“…Brown's auxiliary-induced methodology of allylboration 23 was applied by Ramachandran and coworkers in the asymmetric synthesis of tarchonanthuslactone (22) (Scheme 10). 24 Scheme 9 Hydroboration of ethoxy acetylene, transmetallation to zinc, and addition to aldehydes in the presence of a chiral amino alcohol ligand. 21…”

The chemistry of the carbon–transition metal double and triple bond: annual survey covering the year 2002

“…100) [311]; (8) formation of six-membered ring lactones for fostriecin total synthesis [312,313]; (9) diastereoselective formation of bicyclic six-membered ring containing oxygen heterocycles (e.g. 101) [314,315]; (10) formation of six-membered ring ␣,␤-unsaturated lactones [316][317][318][319][320]; (11) formation of six-membered ring ␣,␤-unsaturated lactones for total synthesis of methynolide [321], goniodiol (see 102) [322], and osmundalatone [323]; (12) formation of ␤,␥-unsaturated six-membered ring lactones [324]; (13) formation of six-membered ring cyclic ethers for total synthesis of ambruticin [325]; (14) tandem alkene-isomerization and RCM to form various cyclic enol ethers (e.g. 103) from the corresponding acyclic allylic ethers (e.g.…”