Application In Synthesis of P(t-Bu)3 Pd G3. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: P(t-Bu)3 Pd G3, is researched, Molecular C25H40NO3PPdS, CAS is 1445086-17-8, about Short Enantioselective Total Synthesis of Tatanan A and 3-epi-Tatanan A Using Assembly-Line Synthesis. Author is Noble, Adam; Roesner, Stefan; Aggarwal, Varinder K..
Short and highly stereoselective total syntheses of the sesquilignan natural product tatanan A I (R = β-H) and its C3 epimer I (R = α-H) are described. An assembly-line synthesis approach, using iterative lithiation-borylation reactions was applied to install the three contiguous stereocenters with high enantio- and diastereoselectivity. One of the stereocenters was installed using a configurationally labile lithiated primary benzyl benzoate, resulting in high levels of substrate-controlled (undesired) diastereoselectivity. However, reversal of selectivity was achieved by using a novel diastereoselective Matteson homologation. Stereospecific alkynylation of a hindered secondary benzylic boronic ester enabled completion of the synthesis in a total of eight steps.
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