Highly efficient and scalable chemoenzymatic syntheses of (R)- and (S)-lactaldehydes

2016 ◽  
Vol 1 (2) ◽  
pp. 156-160 ◽  
Author(s):  
M. A. K. Vogel ◽  
H. Burger ◽  
N. Schläger ◽  
R. Meier ◽  
B. Schönenberger ◽  
...  

Biocatalytic asymmetric reductions have been key steps in the synthesis of 1,1-dimethoxy-2-propanone, catalyzed by suitable ketoreductases to (S)- and (R)-1,1-dimethoxy-2-propanol, obtained in ≥99.9% ee and excellent yield. Removal of the protecting group gave the (S)- and (R)-lactaldehydes in excellent yield and purity.

2016 ◽  
Vol 40 (12) ◽  
pp. 10412-10417 ◽  
Author(s):  
Chetan K. Khatri ◽  
Deelip S. Rekunge ◽  
Ganesh U. Chaturbhuj

A highly efficient and improved synthetic methodology for the preparation of 3,4-dihydropyrimidin-2(1H)-one derivatives in good to excellent yield via Biginelli reaction of β-ketoesters/β-diketone, urea/thiourea and various aldehydes using new, efficient and recyclable sulfated polyborate catalyst under the solvent-free condition is reported.


ChemInform ◽  
2007 ◽  
Vol 38 (39) ◽  
Author(s):  
Srinivasu Pothukanuri ◽  
Nicolas Winssinger

Synthesis ◽  
2017 ◽  
Vol 49 (24) ◽  
pp. 5335-5338
Author(s):  
Bruce Hamper ◽  
Brendan Sullivan ◽  
Nigam Rath ◽  
Christopher Spilling

Acrylohydroxamic acid, which is a useful monomer for the preparation of polymeric materials, has been prepared in a straightforward, two-step synthesis from readily available starting materials. The key steps are coupling of acrylic acid with O-tetrahydropyranylhydroxyl amine to provide protection of the hydroxylamine functionality, followed by acid cleavage of the protecting group.


2011 ◽  
Vol 7 ◽  
pp. 378-385 ◽  
Author(s):  
Qingwei Du ◽  
Yiqun Li

A diphenylphosphinite cellulose palladium complex (Cell–OPPh2–Pd0) was found to be a highly efficient heterogeneous catalyst for the Suzuki–Miyaura reaction. The products were obtained in good to excellent yield under mild reaction conditions. Moreover, the catalyst could be easily recovered by simple filtration and reused for at least 6 cycles without losing its activity.


Synthesis ◽  
2021 ◽  
Author(s):  
Adisak Thanetchaiyakup ◽  
Hassayaporn Rattanarat ◽  
Sudaporn Aree ◽  
Tanwawan Duangthongyou ◽  
Tanin Nanok ◽  
...  

Melotenine A, isolated from Melodinus tenuicaudatus, possesses significant anticancer activity against several human cancer cell lines. The synthesis of (±)-melotenine A was achieved without the use of any protecting groups in 11 steps with an overall yield of 7%. The key steps of our strategy were the Diels–Alder reaction to construct the tetracyclic framework and ring-closing metathesis to form the seven-membered ring of (±)-melotenine A.


2016 ◽  
Vol 8 (2) ◽  
pp. 64
Author(s):  
Sergiy G. Krasutsky ◽  
Sheila H. Jacobo

The chiral copper-catalyzed conjugate addition is a well-developed methodology to create asymmetric C-C bonds. Many efforts have been dedicated to design efficient systems and identifying highly efficient ligands. Among the most proficient ligands, the ones possessing a bis-phenol or a bis-naphthol moiety are the most prominent. Herein we describe a scalable convenient route that can afford phosphoramidites in excellent yield.<br />Please find "Figure 1. General structure and application of phosphoramidites" in PDF format.


2021 ◽  
Author(s):  
Stefan Leisering ◽  
Alexandros Mavroskoufis ◽  
Patrick Voßnacker ◽  
Reinhold Zimmer ◽  
Mathias Christmann

A protecting-group-free synthesis of two endoperoxide natural products, plakortolide E and plakortolide I, is reported. Key-steps feature the use of earth-abundant transition metals, consisting of a vanadium-mediated epoxidation, an iron-catalyzed allylic substitution, and a cobalt-induced endoperoxide formation. Our approach combines redox-economy, chemoselective bond-forming reactions, and telescoping into one-pot operations to forge an overall efficient synthesis.


2021 ◽  
Author(s):  
Stefan Leisering ◽  
Alexandros Mavroskoufis ◽  
Patrick Voßnacker ◽  
Reinhold Zimmer ◽  
Mathias Christmann

A protecting-group-free synthesis of two endoperoxide natural products, plakortolide E and plakortolide I, is reported. Key-steps feature the use of earth-abundant transition metals, consisting of a vanadium-mediated epoxidation, an iron-catalyzed allylic substitution, and a cobalt-induced endoperoxide formation. Our approach combines redox-economy, chemoselective bond-forming reactions, and telescoping into one-pot operations to forge an overall efficient synthesis.


2007 ◽  
Vol 9 (11) ◽  
pp. 2223-2225 ◽  
Author(s):  
Srinivasu Pothukanuri ◽  
Nicolas Winssinger

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