Related Experiment Video
Updated: Feb 9, 2026

Femtosecond Laser Filaments for Use in Sub-Diffraction-Limited Imaging and Remote Sensing
Published on: April 25, 2019
Diastereoselective Intramolecular Carbolithiations of Stereodefined Secondary Alkyllithiums Bearing a Remote
Meike Simon1, Konstantin Karaghiosoff1, Paul Knochel1
1Department of Chemistry , Ludwig-Maximilians-Universität , Butenandtstrasse 5-13 , 81377 Munich , Germany.
Abstract:
Various secondary alkyl iodides bearing a remote alkynylsilane underwent intramolecular carbolithiations triggered by an I/Li-exchange performed at -100 °C using t-BuLi (2.5 equiv). The resulting alkenyllithiums were stereoselectively converted to tetrasubstituted cyclopentane exo-alkylidenes. After Pd-catalyzed hydrogenation, cyclopentanes and cis-bicyclo[4.3.0]nonanes were obtained with stereocontrol of four contiguous centers.
Related Concept Videos
Intermolecular vs Intramolecular Forces
Intramolecular Aldol Reaction
Secondary Active Transport
Collar Bearings
Bearing Stress
Due to the intricacy of these microforces, an average value, known as bearing stress, is often used by...
Azimuths and Bearings

