2 research outputs found
Synthesis and Functionalization of Tertiary Propargylic Boronic Esters by Alkynyllithium-Mediated 1,2-Metalate Rearrangement of Borylated Cyclopropanes
Implementing
the use of alkynyllithium reagents in a stereospecific
1,2-metalate rearrangement-mediated ring opening of polysubstituted
cyclopropyl boronic esters provides a variety of tertiary pinacol
boranes bearing adjacent tertiary or quaternary carbon stereocenters
with high levels of diastereomeric purity. The potential of this strategy
was demonstrated through a selection of α- and γ-functionalization
of the propargyl boronic esters
Deoxycyanamidation of Alcohols with <i>N</i>‑Cyano‑<i>N</i>‑phenyl-<i>p</i>-methylbenzenesulfonamide (NCTS)
The first one-pot
deoxycyanamidation of alcohols has been developed
using <i>N</i>-cyano-<i>N</i>-phenyl-<i>p</i>-methylbenzenesulfonamide (NCTS) as both a sulfonyl transfer
reagent and a cyanamide source, accessing a diverse range of tertiary
cyanamides in excellent isolated yields. This approach exploits the
underdeveloped desulfonylative (N–S bond cleavage) reactivity
pathway of NCTS, which is more commonly employed for electrophilic <i>C</i>- and <i>N</i>-cyanation processes