leucascandrolide-a and allylsilane

leucascandrolide-a has been researched along with allylsilane* in 1 studies

Other Studies

1 other study(ies) available for leucascandrolide-a and allylsilane

Article	Year
[4 + 2]-annulations of chiral organosilanes: Application to the total synthesis of leucascandrolide A. The Journal of organic chemistry, 2007, Jan-05, Volume: 72, Issue:1 Complete details of an asymmetric synthesis of leucascandrolide A (1) are described. The synthesis highlights the use of two diastereoselective [4 + 2]-annulations for the assembly of the functionalized bispyranyl macrolide 3. An efficient assembly and union of the oxazole-containing side chain 4 with macrolide 3 was carried out using a Mitsunobu reaction. A convergent route to the oxazole side chain was developed using a Sonogashira cross-coupling between 2-trifloyloxazole 16 and alkyne 17, which allowed for the installation of the C9'-C10' (Z)-olefin. Topics: Acetates; Aldehydes; Alkenes; Alkylation; Alkynes; Ether; Indoles; Lactones; Macrolides; Magnetic Resonance Spectroscopy; Molecular Structure; Oxazoles; Propanols; Sesquiterpenes; Silanes; Stereoisomerism	2007

Article

Year

[4 + 2]-annulations of chiral organosilanes: Application to the total synthesis of leucascandrolide A.

The Journal of organic chemistry, 2007, Jan-05, Volume: 72, Issue:1

Complete details of an asymmetric synthesis of leucascandrolide A (1) are described. The synthesis highlights the use of two diastereoselective [4 + 2]-annulations for the assembly of the functionalized bispyranyl macrolide 3. An efficient assembly and union of the oxazole-containing side chain 4 with macrolide 3 was carried out using a Mitsunobu reaction. A convergent route to the oxazole side chain was developed using a Sonogashira cross-coupling between 2-trifloyloxazole 16 and alkyne 17, which allowed for the installation of the C9'-C10' (Z)-olefin.

Topics: Acetates; Aldehydes; Alkenes; Alkylation; Alkynes; Ether; Indoles; Lactones; Macrolides; Magnetic Resonance Spectroscopy; Molecular Structure; Oxazoles; Propanols; Sesquiterpenes; Silanes; Stereoisomerism

2007