טכניון מכון טכנולוגי לישראל
הטכניון מכון טכנולוגי לישראל - בית הספר ללימודי מוסמכים  
Ph.D Thesis
Ph.D StudentTenne Daniella
SubjectDiastereoselective Intramolecular Carbometallation
Reaction for the Synthesis of
Five-Membered Rings
DepartmentDepartment of Chemistry
Supervisor Professor Ilan Marek


Abstract

The construction of C-C bonds is arguably one of the most important operations in organic chemistry, and among them formation of carbocycles. One of the methods, called carbometallation reaction is the addition of a carbon-metal bond of an organometallic across a carbon-carbon multiple bond.

The intra- and inter-molecular addition of localized organometallics to unsaturated C-C bonds is well known, unlike the analogue reaction of delocalized organometallics. Therefore, we wanted to explore this potentially very interesting topic by studying the reactivity of a new and different type of delocalized organometallic moiety, such as metallated oxazolines, in the intramolecular carbometallation reaction across unactivated unsaturated systems. Moreover, they may also be an easy source of chirality in the molecule.

The intra- and inter-molecular addition of localized organometallics to unsaturated C-C bonds is well known, unlike the analogue reaction of delocalized organometallics. Therefore, we wanted to explore this potentially very interesting topic by studying the reactivity of a new and different type of delocalized organometallic moiety, such as metallated oxazolines, in the intramolecular carbometallation reaction across unactivated unsaturated systems. Moreover, they may also be an easy source of chirality in the molecule.

The intra- and inter-molecular addition of localized organometallics to unsaturated C-C bonds is well known, unlike the analogue reaction of delocalized organometallics. Therefore, we wanted to explore this potentially very interesting topic by studying the reactivity of a new and different type of delocalized organometallic moiety, such as metallated oxazolines, in the intramolecular carbometallation reaction across unactivated unsaturated systems. Moreover, they may also be an easy source of chirality in the molecule.