Journal ArticleDOI
Synthesis of allyl sulfides via a palladium mediated allylation
Barry M. Trost,Thomas S. Scanlan +1 more
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TLDR
A mild chemo-, regio-, and diastereoselective substitution of allyl carbonates and vinyl epoxides by sulfur nucleophiles catalyzed by palladium can overcome difficulties in and complement conventional displacement without poisoning of the catalyst.About:
This article is published in Tetrahedron Letters.The article was published on 1986-01-01. It has received 69 citations till now. The article focuses on the topics: Allyl Sulfide & Palladium.read more
Citations
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Journal ArticleDOI
Metal-catalyzed carbon-sulfur bond formation.
Journal ArticleDOI
Allylic protecting groups and their use in a complex environment part II: Allylic protecting groups and their removal through catalytic palladium π-allyl methodology
Journal ArticleDOI
Metal Catalyzed Allylic Alkylation: Its Development in the Trost Laboratories.
TL;DR: The structural relationship of the juvenile hormone and methyl farnesoate suggests a possible biosynthetic pathway may be involving the homologation of two of the olefinic methyl groups to ethyl groups, which would be very attractive, short, and potentially very practical.
Book ChapterDOI
3.3 – Nucleophiles with Allyl–Metal Complexes
TL;DR: In this paper, the focus of this chapter is on the selectivities, namely chemo-, diastereo-, regio- and enantio-selectivity, that are exhibited by π-allylpalladium chemistry.
Journal ArticleDOI
Asymmetric rhodium-catalyzed addition of thiols to allenes: synthesis of branched allylic thioethers and sulfones.
TL;DR: A highly regio- and enantioselective hydrothiolation of terminal allenes, a reaction which fulfills the criteria of atom economy, is reported.
References
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Journal ArticleDOI
Chemistry of dibenzylideneacetone-palladium(0) complexes: I. Novel tris(dibenzylideneacetone)dipalladium(solvent) complexes and their reactions with quinones
TL;DR: In this article, the CC bonds of a given dibenzylideneacetone ligand coordinate separately to two palladium atoms to yield a binuclear complex in which each palladium atom exhibits trigonal coordination.
Journal ArticleDOI
The Palladium Catalyzed Nucleophilic Substitution of Aryl Halides by Thiolate Anions
TL;DR: In the presence of tetrakis(triphenylphosphine) palladium, phenyl and methyl or methoxyphenyl iodides and bromides were found to react with thiolate anions in alcoholic solven...
Journal ArticleDOI
Allylic carbonates. Efficient allylating agents of carbonucleophiles in palladium-catalyzed reactions under neutral conditions
TL;DR: Allylation de β-cetoesters and du malonate de diethyle a l'aide des (alcene-1yl methyl) carbonates as discussed by the authors.
Journal ArticleDOI
Neutral alkylations via palladium(0) catalysis
Barry M. Trost,Gary A. Molander +1 more
Journal ArticleDOI
Palladium-catalyzed Reaction of Stannyl Sulfide with Aryl Bromide. Preparation of Aryl Sulfide
TL;DR: Tributylstannyl alkyl or aryl sulfide and bis(tributyl stannyl) sulfide were found to be useful to prepare arylsides in good yields under the usual conditions of the palladium-catalyzed reaction with aryln bromides as discussed by the authors.