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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Book ChapterDOI
Synthesis of the Lycopodium Alkaloid Lyconadin A: Discovery of a Unique CN Bond Forming Reaction
TL;DR: In this paper, the authors describe synthetic studies that culminated in the total synthesis of the caged Lycopodium alkaloid lyconadin A. Key to the success of the synthesis was the implementation of an oxidative C-N bond forming reaction.
Patent
Production method of optically active trans-vinylsulfide alcohol
TL;DR: In this paper, a method for producing an optically active trans-vinylsulfide alcohol having the formula: STR1 was proposed, wherein R 1 represents an alkyl group or an aryl group.
Journal ArticleDOI
Development of New Innovative Synthetic Organic Chemistry Using Lone Pairs of Oxygen Atoms.
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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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