Published May 22, 2021 | Version v1

Bioinspired Ether Cyclizations within a π-Basic Capsule Compared to Autocatalysis on π-Acidic Surfaces and Pnictogen-Bonding Catalysts

Description

Original data for the publication https://doi.org/10.1002/chem.202101548

Table of Contents

1.         Synthesis

            1.1.      Compounds (R*,R*,S)-25 and (S*,S*,S)-25

                        1.1.1.   NMR

                        1.1.2.   Procedure

            1.2.      Compounds (R*,R*)-5 and (S*,S*)-5

                        1.2.1.   Chiral GC Data

                        1.2.2.   Procedure

            1.3.      Compound 34

                        1.3.1.   NMR

                        1.3.2.   Procedure

            1.4.      Compound 35

                        1.4.1.   NMR

                        1.4.2.   Procedure

            1.5.      Compound (R*)-3

                        1.5.1.   Procedure

            1.6.      Compound (S*)-6

                        1.6.1.   Chiral GC Data

                        1.6.2.   Procedure

2.         Kinetic Studies

            2.1.      Table S1

                        2.1.1.   NMR Spectra for Table S1

                        2.1.2.   Procedures with Anion-pi Catalyst 10

                        2.1.3    Procedures with Capsule 15

            2.2.      Table S2

                        2.2.1.   NMR Spectra for Table S2

                        2.2.2.   Procedures with Anion-pi Catalyst 10

                        2.2.3    Procedures with Capsule 15

            2.3.      Table S3

                        2.3.1.   NMR Spectra for Table S3

                        2.3.2.   Procedures with Anion-pi Catalyst 10

                        2.3.3    Procedures with Capsule 15

3.         Catalysis

            3.1.      Co-Catalyst Screening

                        3.1.1.   NMR Spectra for Scheme S3

                        3.1.2.   Procedures with Anion-pi Catalyst 11

            3.2       Catalyst Comparison on the Mono-Epoxide Level

                        3.2.1.   NMR Spectra for Scheme S4

                        3.2.2.   Procedures with Different Catalysts

            3.3.      Catalyst Comparison on the Di-Epoxide Level

                        3.3.1. NMR Spectra for Scheme S5

                        3.3.2. Procedures with Different Catalysts

            3.4.      Asymmetric Autocatalysis Assay

                        3.4.1. Chiral GC Data for Schemes S20 and S21

                        3.4.2. Procedures with Different Substrates

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