Catalytic Asymmetric Synthesis of Allylic Alcohols and Derivatives and their Applications in Organic Synthesis
- 14 January 2013
- journal article
- review article
- Published by Wiley in Angewandte Chemie
- Vol. 52 (7), 1890-1932
- https://doi.org/10.1002/anie.201204579
Abstract
Allylic alcohols represent an important and highly versatile class of chiral building blocks for organic synthesis. This Review summarizes the plethora of methods developed for the catalytic asymmetric synthesis of enantioenriched allylic alcohols. These include: dynamic kinetic resolution (DKR/DKAT), nucleophilic 1,2-addition to carbonyl groups, allylic substitution, oxidation of CH bonds, the addition of O nucleophiles to π systems, reduction of unsaturated carbonyl compounds, and an alternative route from enantioenriched propargylic alcohols. Furthermore, these catalytic asymmetric processes are exemplified by their applications in the syntheses of complex molecules such as natural products and potential therapeutic agents.This publication has 100 references indexed in Scilit:
- A Chiral Lewis Acid Strategy for Enantioselective Allylic C-H OxidationAngewandte Chemie, 2008
- A Dynamic Kinetic Resolution of Allyl Alcohols by the Combined Use of Lipases and [VO(OSiPh3)3]Angewandte Chemie, 2006
- A Stereospecific Ruthenium-Catalyzed Allylic AlkylationAngewandte Chemie, 2002
- Rhodiumkatalysierte Addition von Organoboronsäuren an AldehydeAngewandte Chemie, 1998
- Enzymes and Transition Metal Complexes in Tandem—A New Concept for Dynamic Kinetic ResolutionAngewandte Chemie, 1997
- Enantiomerenreine tertiäre Alkohole durch TADDOL‐vermittelte Additionen an Ketone ‐ oder wie man ein Grignard‐Reagens enantioselektiv machtAngewandte Chemie, 1992
- Enantiomerically Pure Tertiary Alcohols by TADDOL‐Assisted Additions to Ketones—or How to Make a Grignard Reagent EnantioselectiveAngewandte Chemie, 1992
- Titanate‐Catalyzed Enantioselective Addition of Dialkylzinc Compounds—Generated in situ from Grignard Reagents in Ether—to AldehydesAngewandte Chemie, 1991
- Titanat-katalysierte enantioselektive Addition vonin situ aus Grignard-Reagentien in Ether erzeugten Alkylzinkverbindungen an AldehydeAngewandte Chemie, 1991
- Directed Homogeneous Hydrogenation [New Synthetic Methods (65)]Angewandte Chemie, 1987