188945-41-7Relevant articles and documents
Synthetic Studies toward (?)-Cleistenolide: Highly Stereoselective Synthesis of New γ-Lactone Subunits
Sartori, Suélen K.,Miranda, Izabel L.,de Matos, Davi A.,Kohlhoff, Markus,Diaz, Marisa A.N.,Diaz-Mu?oz, Gaspar
, p. 757 - 766 (2021/03/17)
This study describes the stereoselective synthesis of two new γ-lactones in 6 and 3 steps and 19 and 32% yield, respectively, directed toward the total synthesis of the natural product (?)-cleistenolide. The starting material was an enantiomerically pure
{1,6}-transannular catalytic asymmetric Gosteli-Claisen rearrangement
Jaschinski, Tobias,Hiersemann, Martin
supporting information; experimental part, p. 4114 - 4117 (2012/10/08)
The first uncatalyzed and [Cu(R-box)L2](SbF6) 2-catalyzed {1,6}-transannular Gosteli-Claisen rearrangement of cyclic 2-alkoxycarbonyl-substituted allyl vinyl ethers to afford medium- and large-sized carbacycles is disclosed.
Phosphonate modification for a highly (Z)-selective synthesis of unsaturated esters by Horner-Wadsworth-Emmons olefination
Touchard, Francois P.
, p. 1790 - 1794 (2007/10/03)
The Horner-Wadsworth-Emmons (HWE) reaction of various ethyl diarylphosphonoacetates with benzaldehyde, cyclohexane carboxaldehyde and octanal is reported. Selectivities of up to 98% at -78°C are obtained with the three substrates. Among all the phosphonates prepared, the reagent based on 2-tert-butylphenol proved to be especially efficient, with Z/E ratios close to 95:5 at 0°C. It appears thus to be the reagent of choice for the (Z)-selective HWE reaction with both aromatic and aliphatic aldehydes. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.
