A highly regioselective SN2' Mitsunobu reaction between Morita-Baylis-Hillman (MBH) alcohols, azodicarboxylates, and triphenylphosphine is developed, which provides an easy access to α-alkylidene-β-hydrazino acid derivatives in high yields and good stereoselectivity. This reaction represents the first direct transformation of MBH alcohols into hydrazines.

ZrCl(4) was found to be an ideal catalyst to promote aza-Henry reactions between trifluoromethyl aldimines and some nitro alkanes giving new fluorinated β-nitro amines. The reaction is strongly influenced by the CF(3) group, the yield by the alkyl chain of the nitro compound, while the stereochemical outcome seems to be unaffected, the anti isomer being always the major product.

This review summarizes the chemoenzymatic synthesis of the biologically active natural products based on a combination of chemical diastereoselectivity and enzymatic enantioselectivity using biocatalyst. Asymmetric reduction of 2-methyl-3-keto ester with yeast gave the optically active syn-2-methyl-3-hydroxy ester, which was converted to natural product such as (-)-oudemansin B. Asymmetric hydr...

The title compound, C(26)H(20)O(2), has long been known, but was not structurally characterized until now. It adopts the Z conformation and the atoms comprising the ester linkage are essentially coplanar (r.m.s. deviation of 0.0234 Å). The acyl C-O bond length of 1.470 (2) Å falls within the normal range seen for esters of tertiary alcohols and is below the value of 1.496 Å found in tri-tert-bu...

In this review, we describe the development by our research group of highly functionalized heterogeneous Olympic medal metal (gold, silver, and copper) nanoparticle catalysts using hydrotalcite as a support, aimed towards Green and Sustainable Chemistry. Olympic medal metal nanoparticles can cooperate with the basic sites on the hydrotalcite surface, providing unique and high performance cataly...

The first examples of Cu-catalyzed γ-selective allylic alkenylation using organozinc reagents are reported. (E)-Alkenylzinc iodides were prepared by Fe-catalyzed reductive coupling of terminal arylalkynes with alkyl iodides. In the presence of a copper catalyst, these reagents reacted with allylic bromides derived from Morita-Baylis-Hillman alcohols to give 1,4-dienes in high yields. The reacti...

The synthesis of a broad range enantioenriched amines by the direct Fe-catalysed coupling with alcohols through borrowing hydrogen strategy, while at least one these substrates is achiral reported. When starting from α-chiral and alcohols, wide amine products, including N-heterocyclic moieties can be obtained complete retention stereochemistry power this method demonstrated in one-step known ph...

Bestmann ylide [(triphenylphosphoranylidene)ketene] acts as a chemical linchpin that links nucleophilic entities, such as alcohols or amines, with carbonyl moieties to produce unsaturated esters and amides, respectively. In this work, the formation of α,β,γ,δ-unsaturated esters (dienoates) is achieved through the coupling of Bestmann ylide, an alcohol and an α,β-unsaturated aldehyde. Primary an...

Enantioselective conjugate addition of bis(pinacolato)diboron to α,β-unsaturated imines proceeds smoothly in water in the presence of a chiral copper(II) complex consisting of Cu(OAc)2 and chiral 2,2'-bipyridine. The corresponding β-boryl imines, which were oxidized to β-hydroxy imines, further leading to γ-amino alcohols, were obtained in high yields and high enantioselectivities.