1280572-75-9Relevant academic research and scientific papers
Protecting-group-free synthesis of chokols
Morales, Carmen Perez,Catalan, Julieta,Domingo, Victoriano,Gonzalez Delgado, Jose A.,Dobado, Jose A.,Herrador, M. Mar,Quilez Del Moral, Jose F.,Barrero, Alejandro F.
supporting information; experimental part, p. 2494 - 2501 (2011/06/20)
As a result of a combined theoretical and experimental study, we describe a two-step protocol for the preparation of an optically pure, multifunctional, cyclopentanic core shared by a number of natural products. This process is based on a hitherto unreported Ti(III)-mediated diastereoselective cyclization in which the hydroxy-directed template effect played by the Ti(III) species was found to be crucial for the stereoselective outcome of the reaction. The viability of this concept was confirmed with the first protecting-group free synthesis of three enantiopure chokols, namely, chokols K, E, and B.
