2,6-Dichloro-9-thiabicyclo[3.3.1]nonane: A Privileged, Bivalent
Scaffold for the Display of Nucleophilic Components
Antonella Converso
Kristina Burow
Andreas Marzinzik
K. Barry Sharpless
M. G. Finn
10.1021/jo015632y.s002
https://acs.figshare.com/articles/journal_contribution/2_6-Dichloro-9-thiabicyclo_3_3_1_nonane_A_Privileged_Bivalent_Scaffold_for_the_Display_of_Nucleophilic_Components/3691398
The title compound, the condensation product of sulfur dichloride and 1,5-cyclooctadiene, is a reliable
acceptor of a wide variety of heteroatom nucleophiles, sometimes in reversible fashion. Optical
resolution of the core structure has been achieved and preserved in succeeding transformations.
The high reactivity and reliable stereochemical control afforded by this system illustrates the power
of neighboring-group participation by the sulfur center.
2001-05-23 00:00:00
fashion
sulfur center
sulfur dichloride
condensation product
Privileged
cyclooctadiene
reactivity
core structure
Bivalent Scaffold
transformation
participation
title compound
stereochemical control
heteroatom nucleophiles
Display
acceptor
Dichloro
Nucleophilic Components
Optical resolution
variety