Li-Lan Shi

Facile formylolefination of aldehydes by means of arsonium salt

Abstract A facile formylolefination of a variety of aldehydes was achieved by using formylmethyltriphenylarsonium bromide with K 2 CO 3 (trace H 2 O) at room temperature to give highly stereoselectively (E) α,β-unsaturated aldehydes in excellent yields.

Reactions of diazocompounds with carbonyl compounds mediated by diorganyl telluride and catalytic amount of CuI compounds: conversion of aldehydes to a☆

Abstract A one-pot reaction of diorganyl telluride, diazo-compounds including dimethyl diazomalonate and ethyl diazoacetate, carbonyl compound and catalytic amount of Cu(I)I afforded the olefination products in high yields. The reaction is proposed to be through diorganyltelluronium bis(methoxycarbonyl)methylide and (ethoxycarbonyl)methylide respectively.

A first non-stabilized telluronium ylide — diphenyltelluronium methylide as a novel reagent for synthesis of oxlranes☆

Diphenyltelluronium methylide, generated from methyldiphenyltelluronium tetraphenylborate 1 with LiTMP, reacted with carbonyl compounds to afford substituted oxiranes in moderate to good yields.

A facile stereoselective synthesis of leukotriene A4(LTA4) methyl ester

Abstract A facile synthesis of LTA4 1 methyl ester was achieved according to Scheme 1, in which the key intermediates 6 and 7 were prepared with the new procedures conveniently, stereoselectively and in good yields.

Highly stereoselective one-step synthesis of 5-aryl- and 5-(2-styrenyl)-4,5-trans-epoxy-2(E)-pentenols employing an arsonium salt

Abstract 5-Aryl- and 5-(2-styrenyl)-4,5-trans-epoxy-2E-penten-1-ols were conveniently synthesized by a one-step reaction of aldehydes with arsonium salt 2b under mild conditions (rt, KF.Al 2 O 3 , phase transfer).

A novel synthesis of 2,3-epoxy-3-arylpropanol via arsonium salt☆

Abstract In the presence of KOH(s), β-hydroxyethyltriphenylarsonium bromide 2 reacted directly with aromatic aldehydes at r.t. to give 2,3-epoxy-3-arylpropanol 3 in good yields under solid-liquid phase transfer condition.

A general and highly stereoselective approach to unsaturatedisobylamides via arsonium salt. New synthesis of pellitorine

Abstract The highly stereoselective synthesis of conjugated unsaturated isobutylamides in good yields via the arsonium salt is described, and the new synthesis of pellitorine is also reported.

A Novel Olefination of Carbonyl Compounds with Dibromomalonate Promoted by Dibutyl Telluride

Abstract α,β-Unstaturated malonic esters are conveniently synthesized from the reaction of dibromomalonate with carbonyl compounds promoted by dibutyl telluride in exellent yields. A possible mechanism involving twice halophilic attacks of dibutyl telluride is proposed. This methodology provides a facile route to α,β-unsaturated malonic esters and represents an alternative to the Knoevenagel reaction.

A facile synthesis of α,β-unsaturated epoxides via allyldi-isobutyltelluronium bromide

In the presence of solid KOH, allyldi-isobutyltelluronium bromide 2 reacts directly with aromatic aldehydes at room temperature under solid–liquid phase-transfer conditions to afford α,β-unsaturated epoxides 3 in excellent yields.

Barbier-type allylation of aldehydes mediated by antimony(III) chloride–metallic iron or antimony(III) chloride–metallic aluminium

Active zero-valent antimony generated from antimony(III) chloride–metallic iron or antimony(III) chloride–metallic aluminium, induced allylation of aldehydes with allylic halides at room temperature to give high yields of the corresponding homoallylic alcohols with high regio- and chemo- selectivity.