/ Home
/ SUBMISSION

/ The BJOC
/ Diamond Open Access
/ Journal Statistics
/ Editorial Board
/ Community
/ Call for papers

/ Latest Articles
/ Most accessed
/ Thematic issues
/ Featured collections
/ Volumes
/ Authors

/ E-Alerts

/ BlueSky
/ LINKEDIN
/ Mastodon
/ RSS FEED

Empty search

Article Type

Publication Date Range

Search Tips

This search combines search strings from the content search (i.e. "Full Text", "Author", "Title", "Abstract", or "Keywords") with "Article Type" and "Publication Date Range" using the AND operator.

Search Examples

aromatic	the word “aromatic”
aromatic aldehyde	the word “aromatic” OR “aldehyde”
+aromatic +aldehyde	both words “aromatic” AND “aldehyde”
+aromatic -aldehyde	the word “aromatic” but NOT “aldehyde”
“aromatic aldehyde”	the exact phrase “aromatic aldehyde”
benz*	words which begin with “benz”, such as “benzene” or “benzyl”
benz*yl	words that begin with “benz” and end with “yl”, such as “benzyl” or “benzoyl”
benzyl~	words that are close to the word “benzyl”, such as “benzoyl” (i.e., fuzzy search)

BROWSE
Latest Articles
Most accessed
thematic issues
Featured Collections
volumes
authors

BROWSE

Latest Articles Most Accessed Thematic Issues Featured Collections Volumes Authors

Author

2 article(s) from Pochobradský, Jaroslav

The asymmetric Henry reaction as synthetic tool for the preparation of the drugs linezolid and rivaroxaban

Martin Vrbický,
Karel Macek,
Jaroslav Pochobradský,
Jan Svoboda,
Miloš Sedlák and
Pavel Drabina

Beilstein J. Org. Chem. 2022, 18, 438–445, doi:10.3762/bjoc.18.46

PDF

Graphical Abstract

Figure 1: The structure of the oxazolidine-2-one-containing drugs linezolid (1) and rivaroxaban (2).

Jump to Figure 1

Figure 2: Overview of the chiral ligands that were used for the study of the asymmetric Henry reaction.

Jump to Figure 2

Scheme 1: Syntheses of aldehydes 15–20.

Jump to Scheme 1

Scheme 2: Synthesis of linezolid (1) and rivaroxaban (2) from nitroaldols 24 or 26.

Jump to Scheme 2

Album

Supp Info

Full Research Paper

Published 14 Apr 2022

Full text

Recent advances in palladium-catalysed asymmetric 1,4–additions of arylboronic acids to conjugated enones and chromones

Jan Bartáček,
Jan Svoboda,
Martin Kocúrik,
Jaroslav Pochobradský,
Alexander Čegan,
Miloš Sedlák and
Jiří Váňa

Beilstein J. Org. Chem. 2021, 17, 1048–1085, doi:10.3762/bjoc.17.84

PDF

Graphical Abstract

Scheme 1: Synthesis of optically pure 4-phenylchroman-2-one [34].

Jump to Scheme 1

Scheme 2: Synthesis of (R)-tolterodine [3].

Jump to Scheme 2

Scheme 3: Catalytic cycle of the Pd(II)-catalysed 1,4-addition of organoboron reagents to enones [3,26,35].

Jump to Scheme 3

Scheme 4: Enantioselective β-arylation of cyclohexanone [38].

Jump to Scheme 4

Scheme 5: Application of L2/Pd(OAc)₂ in the total synthesis of terpenes [8].

Jump to Scheme 5

Scheme 6: Plausible catalytic cycle for the addition of phenylboronic acid to 2-cyclohexenone catalysed by L3...

Jump to Scheme 6

Scheme 7: Microwave-assisted addition of phenylboronic acid to 2-cyclohexenone catalysed by L4/Pd₂(dba)₃·CHCl₃...

Jump to Scheme 7

Scheme 8: Plausible catalytic cycle of the addition of phenylboronic acid to 2-cyclohexenone catalysed by pal...

Jump to Scheme 8

Scheme 9: Proposed catalytic cycle for the addition of phenylboronic acids to 2-cyclohexenone catalysed by Pd...

Jump to Scheme 9

Scheme 10: Usage of addition reactions of boronic acids to various chromones in the syntheses of potentially a...

Jump to Scheme 10

Scheme 11: Multigram-scale synthesis of ABBV-2222 [6].

Jump to Scheme 11

Scheme 12: Application of the asymmetric addition of phenylboronic acid to a chromone derivative for the total...

Jump to Scheme 12

Scheme 13: Plausible catalytic cycle for the addition of phenylboronic acid to 3-methyl-2-cyclohexenone cataly...

Jump to Scheme 13

Scheme 14: Total syntheses of naturally occurring terpenoids [10,11].

Jump to Scheme 14

Scheme 15: Use of the L9/Pd(TFA)₂ catalytic system for the synthesis of intermediates of biologically active c...

Jump to Scheme 15

Scheme 16: Usage of a Michael addition catalysed by L9/Pd(TFA)₂ in the total synthesis of (–)-ar-tenuifolene [12].

Jump to Scheme 16

Scheme 17: Synthesis of terpenoids by Michael addition to 3-methyl-2-cyclopentenone [13].

Jump to Scheme 17

Scheme 18: Rh-catalysed isomerisation of 3-alkyl-3-arylcyclopentanones to 1-tetralones [53].

Jump to Scheme 18

Scheme 19: Addition reaction of phenylboronic acid to 3-methyl-2-cyclohexenone catalysed by L9/Pd(TFA)₂ in wat...

Jump to Scheme 19

Scheme 20: Micellar nanoreactor PdL10c for the synthesis of flavanones [58].

Jump to Scheme 20

Scheme 21: Plausible catalytic cycle for the desymmetrisation of polycyclic cyclohexenediones by the addition ...

Jump to Scheme 21

Scheme 22: Attempt to use the catalytic system L2/Pd(TFA)₂ for the addition of phenylboronic acid to 3-methyl-...

Jump to Scheme 22

Scheme 23: Ring opening of an enantioenriched tetrahydropyran-2-one derivative as alternative strategy to line...

Jump to Scheme 23

Scheme 24: Synthesis of biologically active compounds from addition products [14-16].

Jump to Scheme 24

Scheme 25: Chiral 1,10-phenantroline derivative L15 as ligand for the Pd-catalysed addition reactions of pheny...

Jump to Scheme 25

Scheme 26: The Rh-catalysed addition reaction of phenylboronic acid to a 3-substituted enone [20].

Jump to Scheme 26

Scheme 27: Underdeveloped methodologies [14,15,65-67].

Jump to Scheme 27

Scheme 28: Flowchart for the selection of the proper catalytic system.

Jump to Scheme 28

Album

Review

Published 10 May 2021

Full text

Other Beilstein-Institut Open Science Activities

/ Help / Support & Contact / E-Alerts / Privacy Policy / Terms & Conditions / Impressum