68754-15-4Relevant academic research and scientific papers
Dynamic Kinetic Resolution of Allylic Azides via Asymmetric Dihydroxylation
Ott, Amy A.,Goshey, Charles S.,Topczewski, Joseph J.
supporting information, p. 7737 - 7740 (2017/06/21)
The catalytic enantioselective preparation of densely functionalized amines is a fundamental synthetic challenge. To address this challenge, we report for the first time that the Winstein rearrangement can be enlisted as the racemization pathway in a dynamic kinetic resolution of allylic azides. Alkene functionalization by Sharpless dihydroxylation affords tertiary azides in excellent enantioselectivity (up to 99:1 er). This approach establishes the chirality of the tertiary azide, obviates the need to directly forge either a congested C-N or C-C bond at the new nitrogenous stereocenter, and establishes additional functionality. Several examples demonstrate further elaboration of this functionality.
INVESTIGATION OF THE SYNTHESIS OF VERBENYL COMPOUNDS EFFECTIVE ATTRACTANTS OF COCKROACH SPECIES, BY ACYLOXYLATION OF α-PINENE
Vinczer, Peter,Kajtar-Peredy, Maria,Juvancz, Zoltan,Novak, Lajos,Szantay, Csaba
, p. 1719 - 1730 (2007/10/02)
The synthesis of verbenyl acetate (Ia) and propionate (Ib) was inestigated by acyloxylation of α-pinene with lead(IV) acetate (LTA), lead(IV) propionate (LTP), mercury(II) acetate (MA) and iodosobenzene diacetate (IBDA) in neutral and acidic medium.The neutral medium is better for the formation of Ia and Ib, because the acidic medium helps the opening of cyclobutane ring of α-pinene.These methods can be used for large scale preparation of insect attractants to cockroach species (Blatella germanica, Blatella orientalis and Periplaneta americana).
Electrochemical Synthesis of Sobrerol O-Derivatives
Gora, J.,Smigielski, K.,Kula, J.
, p. 759 - 761 (2007/10/02)
(+/-)-α-Pinene (1) has been converted electrochemically to (+/-)-cis/trans-sobrerol dimethyl ether (2a/2b) and (+/-)-trans-sobrerol diacetate (3), which can be hydrolyzed to (+/-)-trans-sobrerol (5) or its monoacetate (4).
