96658-35-4Relevant academic research and scientific papers
Synthesis of N-substituted pyrrolin-2-ones
Mattern, Ralph-Heiko
, p. 291 - 294 (1996)
During studies towards the synthesis of microcolin analogues, an unexpected dehydration was observed when 1-benzyloxycarbonyl-4-hydroxy-5-methylpyrrolidin-2-one was treated with di-tert-butyl dicarbonate in the presence of 4-dimethylaminopyridine. This re
Catalytic, asymmetric vinylogous Mukaiyama aldol reactions of pyrrole- and furan-based dienoxy silanes: How the diene heteroatom impacts stereocontrol
Curti, Claudio,Ranieri, Beatrice,Battistini, Lucia,Rassu, Gloria,Zambrano, Vincenzo,Pelosi, Giorgio,Casiraghi, Giovanni,Zanardi, Franca
supporting information; experimental part, p. 2011 - 2022 (2010/11/17)
Denmark's chiral bisphosphoramide/silicon tetrachloride system performs as an excellent Lewis base-Lewis acid catalyst for the vinylogous Mukaiyama aldol reaction of pyrrole- and furan-based dienoxy silanes with aromatic and heteroaromatic aldehydes. This asymmetric methodology provides a powerful synthetic entry to a variety of d-hydroxylated g-butenolide-type frameworks with high efficiency and valuable margins of regio-, diastereo-, and enantioselectivity. Notably, the nature of the heteroatom within the vinylogous dienoxy silane donor heavily impacts the diastereocontrol, with syn-configured aldol adducts emerging from pyrroles bearing electron- withdrawing N-protecting groups (Boc, Ts, and Cbz) and anti-configured adducts prevailing when furan- or N-alkyl/alkenylpyrrole donors are involved.
CONVENIENT SYNTHESIS AND REACTION OF VARIOUS KINDS OF α-DEHYDROGLUTAMIC ACID DERIVATIVES
Shin, Chung-gi,Yonezawa, Yasuchika,Watanabe, Etsuko
, p. 85 - 88 (2007/10/02)
Various conversions of methyl γ-methyl-α-(N-benzyloxycarbonyl)-α-dehydroglutamate, derived by the condensation of methyl γ-methyl-α-oxoglutarate with benzyl carbamate, gave the corresponding five more different and interesting α-dehydroglutamic acid and a quasi-pyrodehydroglutamic acid derivatives.
