The one pot transformation of citral to menthols

Info iconThis preview shows page 1. Sign up to view the full content.

View Full Document Right Arrow Icon
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: H2 C=O acid sites OH isopulegol H2 OH E/Z-citral (±)-citronellal menthol In another cascade reaction, the hydrogenation of 4-tert-butylphenol and p-cresol to the corresponding alkylcyclohexanol was investigated. OH 2H2 Rh R R = tert-butyl or methyl R enol ads OH O iPrOH Zr R ketone OH + OH R cis-alcohol R trans-alcohol The talk will discuss the investigation into suitable catalytic systems for the formation of the desired products with good yields. 48 3rd ICYC 2010 Universiti Sains Malaysia KN-09 23rd-25th June 2010 NITROALKANES AS STARTING CARBANIONS IN THE MICHAEL REACTION R Ballini, S Gabrielli and A Palmieri School of Science and Technology, Chemistry Division, Via S. Agostino 1, Camerino 62032, Italy E-mail: Conjugate addition of carbon nucleophiles to electron -poor alkenes is of paramount importance among the large body of synthetic processes. Nitroalkanes are a valuable source of stabilized carbanions since the high electron-withdrawing power of the nitro group provides an outstanding enhancement of the hydrogen acidity at the α-position (cf. pKa MeNO2 = 10). Nitronate anions 2 that can be generated from nitroalkanes 1 using a wide range of bases act as carbon nucleophiles with common Michael acceptors 3, leading to carbon-carbon bond (Figure 1). These reactions constitute the key starting steps for a variety of synthetic process for the preparation of a huge series of fine chemicals (Figure 2). The main results will be reported. NO2 NO2 EWG R R1 O2N EWG base R R1 R 3 2 R1 1 Fig. 1 Furans 4 Lactones Spiroketals NO2 Pyrroles R R1 + EWG Cyclopentenes F i g. 2 Benzenes 49 23rd-25th June 2010 3rd ICYC 2010 Universiti Sains Malaysia KN-10 HOLLOW FIBRE-LIQUID PHASE MICROEXTRACTION: GREEN SAMPLE PREPARATION STRATEGY FOR THE ANALYTICAL DETERMINATION OF SELECTED ANALYTES Bahruddin Saad School of Chemical Sciences, Universiti Sains Malaysia, 11800 Pulau Pinang, Malaysia E-mail: The hollow fibre-liquid phase microextraction (LPME), introduced by Pedersen -Bjergaard and Rasmussen of the University of Oslo in 1999, has received much attention lately. In this technique, the extracting solvent is trapped inside the pores of a porous polypropylene hollow fiber (typical properties: porosity, 70 %; pore size, 0.2 μm; wall thickness, 200...
View Full Document

This note was uploaded on 02/17/2011 for the course CHEMISTRY 101 taught by Professor Csr during the Spring '11 term at University of Louisville.

Ask a homework question - tutors are online