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Journal ArticleDOI

Asymmetric Transition Metal-Catalyzed Allylic Alkylations.

Barry M. Trost, +1 more
- 01 Feb 1996 - 
- Vol. 96, Iss: 1, pp 395-422
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TLDR
The focus of this review is on the area of enantioselective transition metal-catalyzed allylic alkylations which may involve C-C as well as C-X (X ) H or heteroatom) bond formation.
Abstract
Efficient and reliable amplification of chirality has borne its greatest fruit with transition metal-catalyzed reactions since enantiocontrol may often be imposed by replacing an achiral or chiral racemic ligand with one that is chiral and scalemic While the most thoroughly developed enantioselective transition metal-catalyzed reactions are those involving transfer of oxygen (epoxidation and dihydroxylation)1,2 and molecular hydrogen,3 the focus of this review is on the area of enantioselective transition metal-catalyzed allylic alkylations which may involve C-C as well as C-X (X ) H or heteroatom) bond formation4-9 The synthetic utility of transitionmetal-catalyzed allylic alkylations has been soundly demonstrated since its introduction nearly three decades ago10-21 In contrast to processes where the allyl moiety acts as the nucleophilic partner, we will limit our discussion to processes which result in nucleophilic displacements on allylic substrates (eq 1) Such reactions have been recorded with a broad

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Citations
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Journal ArticleDOI

Palladium-catalyzed cross-coupling reactions in total synthesis.

TL;DR: In this Review, highlights of a number of selected syntheses are discussed, demonstrating the enormous power of these processes in the art of total synthesis and underscore their future potential in chemical synthesis.
Journal ArticleDOI

Asymmetric transition-metal-catalyzed allylic alkylations: applications in total synthesis.

TL;DR: Alkylations with Phenols, Nitrogen Nucleophiles in AAA Total Synthesis, and Considerations for Enantioselective Allylic Alkylation are presented.
Journal ArticleDOI

Iron-Catalyzed Reactions in Organic Synthesis

TL;DR: A new iron(III) halide-promoted aza-Prins cyclization between γ,δ-unsaturated tosylamines and aldehydes provides six-membered azacycles in good to excellent yields.
Journal ArticleDOI

Palladium Complexes of N-Heterocyclic Carbenes as Catalysts for Cross-Coupling Reactions—A Synthetic Chemist's Perspective

TL;DR: The basics of Pd-NHC chemistry are discussed to understand the peculiarities of these catalysts and a critical discussion on their application in C-C and C-N cross-coupling as well as carbopalladation reactions is given.
References
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Journal ArticleDOI

UFF, a full periodic table force field for molecular mechanics and molecular dynamics simulations

TL;DR: In this article, the Universal force field (UFF) is described, where the force field parameters are estimated using general rules based only on the element, its hybridization, and its connectivity.
Journal ArticleDOI

Comprehensive Organometallic Chemistry

Dietmar Seyferth
- 01 Jul 1984 - 
Book

Catalytic Asymmetric Synthesis

Iwao Ojima
TL;DR: Asymmetric Hydrogenation (T. Ohkuma, et al. as discussed by the authors ), asymmetric carbon-Carbon Bond-Forming Reactions (K. Nozaki & I. Negishi). Asymmetric Addition and Insertion Reactions of Catalytically-Generated Metal Carbenes (M. O'Donnell), and asymptotic phase-transfer Reactions.
Book

Asymmetric catalysis in organic synthesis

Ryoji Noyori
TL;DR: In this article, the authors present a textbook of practical organic chemistry with Electronic Structure Methods (ESM) for HPLC and HPLC-based problem solving in organic synthesis.
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