Preparation of an advanced intermediate for the synthesis of leustroducsins and phoslactomycins by
Anaïs Rousseau1, Guillaume Vincent1, Cyrille Kouklovsky1
1Institut de Chimie Moléculaire et des Matériaux d'Orsay, Université Paris-Saclay, CNRS, F-91405 Orsay, France.
Abstract:
A convergent strategy for the synthesis of leustroducsins and phoslactomycins has been designed, relying on the synthesis and the coupling of three main fragments. The central fragment was synthesized via a regio-and stereoselective nitroso Diels-Alder reaction with an enol phosphate, followed by reductive cleavage of the phosphate to the ketone 11b. Coupling studies of this fragment with the lactone fragment was accomplished in a stereoselective fashion through a vinyllithium intermediate. An advanced synthetic intermediate was then obtained after functional group transformation.
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