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Synlett 2003(8): 1075-1087
DOI: 10.1055/s-2003-39879
DOI: 10.1055/s-2003-39879
ACCOUNT
© Georg Thieme Verlag Stuttgart ˙ New York
Development of New Asymmetric Reactions Utilizing Tartaric Acid Esters as Chiral Auxiliaries. The Design of an Efficient Chiral Multinucleating System
Further Information
Received
7 May 2003
Publication Date:
11 June 2003 (online)
Publication History
Publication Date:
11 June 2003 (online)
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Abstract
A practical method for the construction of chiral molecules has been designed using a novel strategy based on systems possessing multiple metal centers and tartaric acid esters as chiral auxiliaries. By using this design, we have developed methods for carrying out highly enantioselective (1) Simmons-Smith reaction, (2) 1,3-dipolar cycloaddition reactions of nitrile oxides and nitrones, and (3) nucleophilic additions of organometallic compounds to imine derivatives.
Key words
asymmetric synthesis - tartaric acid esters - Simmons-Smith reaction - 1,3-dipolar cycloadditions - nucleophilic additions to imine derivatives
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