Alpha-menaphthyl substituted spiro bis(oxazoline) ligands, synthetic method and application thereof in synthesizing pyrazolidine derivatives

A technology of bisoxazoline and spiro ring, which is applied in the field of synthesis of spiro bisoxazoline ligands, can solve limited problems, achieve strong regulation ability, high catalytic activity and chiral induction effect, and simple synthesis method Effect
CN101560191AActive Publication Date: 2009-10-21SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
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Patent Information

Authority / Receiving Office
CN · China
Current Assignee / Owner
SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
Publication Date
2009-10-21

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Abstract

The invention provides spiro bis(oxazoline) ligands with a plurality of chiral centers, a preparation method and application. The ligands are provided with axial chirality of a spiro backbone and central chirality of an oxazoline ring. The ligands can be prepared by condensation of chiral spiro diacid and corresponding alkamine. The invention also provides application of the spiro bis(oxazoline) ligands in synthesizing pyrazolidine derivatives in high regioselectivity and high enantioselectivity.
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Description

technical field

[0001] The present invention relates to a class of chiral ligands, a synthesis method and its use, that is, the synthesis and use of a spirocyclic bisoxazoline ligand with multiple chiral centers. At the same time, the patent provides a method for using the ligand to synthesize pyrazolidine derivatives with high regioselectivity and high enantioselectivity. Background technique

[0002] Chiral bisoxazoline ligands are a class of important chiral ligands. Since G.Helmchen first disclosed the synthesis of bisoxazoline ligands (BOX) in Tetrahderon, 1993,34,1769,3149, the Ligands have been widely used in a variety of asymmetric reactions. Although their ligands have good yields and enantioselectivities in allylic amination and allylic alkylation reactions, their application in asymmetric reactions involving allenes is not ideal. (J. Org. Chem. 1999, 64, 7312). Therefore, finding new chiral ligands to adapt to some reactions or more reactions and have high cata...

Claims

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