94417-89-7Relevant academic research and scientific papers
A novel and selective photoisomerization of allylic benzoates
Hu, Tao,Corey
, p. 3547 - 3548 (2001)
(matrix presented) Ultraviolet irradiation of a series of polyunsaturated allylic benzoates results in highly selective E/Z interconversion of the allylic double bond.
Terpene Cyclizations inside a Supramolecular Catalyst: Leaving-Group-Controlled Product Selectivity and Mechanistic Studies
Zhang, Qi,Catti, Lorenzo,Pleiss, Jürgen,Tiefenbacher, Konrad
supporting information, p. 11482 - 11492 (2017/08/30)
The tail-to-head terpene cyclization is arguably one of the most complex reactions found in nature. The hydrogen-bond-based resorcinarene capsule represents the first man-made enzyme-like catalyst that is capable of catalyzing this reaction. Based on noncovalent interactions between the capsule and the substrate, the product selectivity can be tuned by using different leaving groups. A detailed mechanistic investigation was performed to elucidate the reaction mechanism. For the cyclization of geranyl acetate, it was found that the cleavage of the leaving group is the rate-determining step. Furthermore, the studies revealed that trace amounts of acid are required as cocatalyst. A series of control experiments demonstrate that a synergistic interplay between the supramolecular capsule and the acid traces is required for catalytic activity.
Selective 1,5-Diene Synthesis. A Radical Approach
Yanagisawa, Akira,Noritake, Yoshiyuki,Yamamoto, Hisashi
, p. 1899 - 1902 (2007/10/02)
A new synthetic route to 1,5-dienes is described.Irradiation of a mixture of allyl bromides and allyl sulfides in the presence of hexamethylditin gives the cross-coupled products selectively.
