Author:
Hong Yu,Zhu Yuan‐Yuan,Gu Shuang‐Xi
Abstract
Abstract
This chapter presents the procedure for the preparation of (S)‐3,3' ‐Bis(1‐pyrrolidinylmethyl) ‐5,5',6,6', 7,7',8,8' ‐octahydro‐1,1' ‐bi‐2‐naphthol. 1,1'‐Bi‐2‐naphthol (BINOL) and its derivatives have been extensively used for asymmetric catalysis and fluorescent recognition of chiral molecules. Derivatives of the partially hydrogenated BINOL, H
8
BINOL, have also been studied and shown improved enantioselectivity over BINOL in many instances. Thus, H
8
BINOL derivatives are interesting ligands for asymmetric catalysis. The title compound, (S)‐1, was synthesized by a concise and facile one‐pot synthetic method. In the new procedure, environment‐friendly ethanol was used as an efficient solvent to replace the previously reported chloroform and dioxane solvents to prepare the H
8
BINOL derivative.
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1. Contact information for the authors should be given in Reference 1 including email address and ORCID of the corresponding author. The financial support from the National Natural Science Foundation of China (Nos. 22377097) the Natural Science Foundation of Hubei Province (No. 2021CFB556) the Key Laboratory for Green Chemical Process of Ministry of Education Open Fund (No. GCP20200201) and the Hubei Key Laboratory of Novel Reactor and Green Chemical Technology (Wuhan Institute of Technology) Open Fund (No. 40201002) is greatly appreciated.
2. Simple and Efficient One-Step Synthesis of a Highly Enantioselective Catalyst 3,3′-Di(pyrrolidinylmethyl)-H8BINOL
3. The inexpensive additive N
-methylmorpholine effectively decreases the equivalents of nucleophiles in the catalytic highly enantioselective arylation of aryl aldehydes
4. Direct Asymmetric Reductive Amination for the Synthesis of Chiral β-Arylamines
5. Partially Hydrogenated 1,1′-Binaphthyl as Ligand Scaffold in Metal-Catalyzed Asymmetric Synthesis