Journal ArticleDOI
A stable and easily prepared catalyst for the enantioselective reduction of ketones. Applications to multistep syntheses
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In this paper, the authors described a new method for the catalytic enantioselective reduction of ketones to chiral secondary alcohols, where the stoichiometric reagent in the reduction is borane and the catalyst is a chiral oxazaborolidine such as 1 (0.05-0.1 molfmol of ketone).Abstract:
We have recently described a new method for the catalytic enantioselective reduction of ketones to chiral secondary alcohols.' The stoichiometric reagent in the reduction is borane (usually 0.6 molfmol of ketone), and the catalyst is a chiral oxazaborolidine such as 1 (0.05-0.1 molfmol of ketone). Excellent enantioselectivities, easy recoverability of the chiral catalyst predecessor, near quantitative yields, short reaction times (a few minutes at 23 \"C), and predictability of the absolute configuration of the product contribute to the outstanding utility of this (CBS') process. This paper reports several subsequent developments in this area with respect to improved practicality and important applications. In contrast to 1 which is both air and moisture sensitive, the B-methylated oxazaborolidine 2 can be stored in closed containers at room temperature and weighed or transferred in air. Catalyst 2 is also much more easily prepared than 1. Reaction of (S)-read more
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Polymer-Supported Chiral Organocatalysts: Synthetic Strategies for the Road Towards Affordable Polymeric Immobilization
Tor E. Kristensen,Tore Hansen +1 more
TL;DR: In this article, the authors highlight the field of polymer-supported organocatalysis, especially immobilized enamine and iminium, and formalize the overall synthetic strategies for polymeric immobilization as spanning the area of two overlapping regions.
Journal ArticleDOI
Practical Route to a New Class of LTD4 Receptor Antagonists
Robert D. Larsen,Edward G. Corley,Anthony O. King,James D. Carroll,Paul Davis,Thomas R. Verhoeven,Paul J. Reider,Marc Labelle,Jacques Yves Gauthier,Xiang Yi Bin,Robert Zamboni +10 more
TL;DR: In this paper, a general approach to the synthesis of a new class of LTD4 antagonists is presented, based on the diarylpropane framework, which is prepared by Claisen−Schmidt condensation and selective reduction of the enone.
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Enantioselective Chemo- and Biocatalysis: Partners in Retrosynthesis.
TL;DR: The review provides a guide to the use of biocatalytic methods in the area of chemical synthesis with focused attention on retrosynthetic considerations and analysis and is expected to lead to better understanding of the characteristics and distinctions of the two complementary approaches.
Journal ArticleDOI
Natural products as inspiration for the development of asymmetric catalysis
TL;DR: New enantioselective catalytic methods contribute to a greater fundamental understanding of how bonds can be constructed and lead to valuable synthetic technologies that are useful for a variety of applications.
References
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Book
Molybdenum and Molybdenum-Containing Enzymes
TL;DR: In this article, a few moment to read a book even only few pages is recommended, even if it is not obligation and force for everybody, reading book becomes a choice of your different characteristics.
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