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Direct Regio- and Diastereoselective Diphosphonylation of Cyclic Enamines: One-Pot Synthesis of α,α′-Bis(diphenylphosphoryl)- and α,α′-Bis(diphenylphosphorothioyl)cycloalkanones
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by
Nejib Jebli,
Wouter Debrouwer,
Jan Berton,
Kristof Van Hecke,
Christian Stevens,
Soufiane Touil
Published
in Synlett : Accounts and Rapid Communications in Synthetic Organic Chemistry
by Georg Thieme Verlag KG.
2017 Volume 28, Issue 10, p1160-1164
Abstract
A straightforward regio- and diastereoselective process has been developed for the synthesis of unprecedented symmetrical trans-α,α′-bis(diphenylphosphoryl)- and α,α′-bis(diphenylphosphorothioyl)-cycloalkanones, through the reaction of cyclic enamines with excess P-chlorodiphenylphosphine in the presence of triethylamine, followed by oxidation or sulfurization and hydrolytic workup.
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