Literature DB >> 17523136

Silver-catalyzed asymmetric allylation: allyltrimethoxysilane as a remarkable reagent.

Hisashi Yamamoto1, Manabu Wadamoto.   

Abstract

Recently, there have been some reports on the use of allyltrimethoxysilane for enantioselective allylation with various metal fluorides or a combination of chiral complex and fluoride anion. These reactions can be applied not only to aldehydes but also to ketones and imines. In this Focus Review we discuss the development of asymmetric allylation with allyltrimethoxysilane catalyzed by chiral silver complexes.

Entities:  

Year:  2007        PMID： 17523136     DOI： 10.1002/asia.200600413

Source DB:  PubMed          Journal:  Chem Asian J        ISSN： 1861-471X


  7 in total

1.  Enantioselective conjugate allylation of cyclic enones.

Authors:  Douglass F Taber; David A Gerstenhaber; James F Berry
Journal:  J Org Chem       Date:  2011-08-23       Impact factor: 4.354

2.  Enantioselective Ag-Catalyzed Allylation of Aldimines.

Authors:  Marina Naodovic; Manabu Wadamoto; Hisashi Yamamoto
Journal:  European J Org Chem       Date:  2009-08-26

3.  A Regio- and Enantioselective CuH-Catalyzed Ketone Allylation with Terminal Allenes.

Authors:  Erica Y Tsai; Richard Y Liu; Yang Yang; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2018-02-02       Impact factor: 15.419

4.  Stereochemical Studies of Ag-Catalyzed Hosomi-Sakurai Reaction Using Chiral Silanes.

Authors:  Manabu Wadamoto; Marina Naodovic; Hisashi Yamamoto
Journal:  European J Org Chem       Date:  2009-10

5.  Asymmetric Synthesis of β-Substituted α-Methylenebutyro- lactones via TRIP-Catalyzed Allylation: Mechanistic Studies and Application to the Synthesis of (S)-(-)-Hydroxymatairesinol.

Authors:  Michael Fuchs; Markus Schober; Andreas Orthaber; Kurt Faber
Journal:  Adv Synth Catal       Date:  2013-08-29       Impact factor: 5.837

6.  Mechanistic Studies of the TRIP-Catalyzed Allylation with Organozinc Reagents.

Authors:  Peter E Hartmann; Mattia Lazzarotto; Jakob Pletz; Stefan Tanda; Philipp Neu; Walter Goessler; Wolfgang Kroutil; A Daniel Boese; Michael Fuchs
Journal:  J Org Chem       Date:  2020-07-22       Impact factor: 4.354

7.  Development of a Strategy for Linear-Selective Cu-Catalyzed Reductive Coupling of Ketones and Allenes for the Synthesis of Chiral γ-Hydroxyaldehyde Equivalents.

Authors:  Raphael K Klake; Samantha L Gargaro; Skyler L Gentry; Sharon O Elele; Joshua D Sieber
Journal:  Org Lett       Date:  2019-09-18       Impact factor: 6.005
  7 in total

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