Catalytic synthesis of homoallyloxyalcohols and 1,2-bis(homoallyloxy)ethanes through ring-opening allylation of cyclic acetals with allylsilanes over solid acids

2011 ◽  
Vol 1 (3) ◽  
pp. 470 ◽  
Author(s):  
Ken Motokura ◽  
Hirokazu Yoneda ◽  
Akimitsu Miyaji ◽  
Yasuharu Sakamoto ◽  
Toshihide Baba
Keyword(s):  
Ring Opening ◽  
Solid Acids ◽  
Catalytic Synthesis ◽  
Cyclic Acetals

ChemInform Abstract: Catalytic Synthesis of Homoallyloxyalcohols and 1,2-Bis(homoallyloxy)ethanes Through Ring-Opening Allylation of Cyclic Acetals with Allylsilanes over Solid Acids.

ChemInform ◽  
2011 ◽  
Vol 42 (39) ◽  
pp. no-no
Author(s):  
Ken Motokura ◽  
Hirokazu Yoneda ◽  
Akimitsu Miyaji ◽  
Yasuharu Sakamoto ◽  
Toshihide Baba
Keyword(s):  
Ring Opening ◽  
Solid Acids ◽  
Catalytic Synthesis ◽  
Cyclic Acetals

Ring-Opening Reactions of Cyclic Acetals and 1,3-Oxazolidines with Halosilane Equivalents

2002 ◽  
Vol 67 (15) ◽  
pp. 5170-5175 ◽  
Author(s):  
Arihiro Iwata ◽  
Heqing Tang ◽  
Atsutaka Kunai ◽  
Joji Ohshita ◽  
Yasushi Yamamoto ◽  
...  
Keyword(s):  
Ring Opening ◽  
Cyclic Acetals ◽  
Ring Opening Reactions

scholarly journals A mild catalytic synthesis of 2-oxazolines via oxetane ring-opening: rapid access to a diverse family of natural products

2019 ◽  
Vol 10 (41) ◽  
pp. 9586-9590 ◽  
Author(s):  
Hai Huang ◽  
Wen Yang ◽  
Zuliang Chen ◽  
Zengwei Lai ◽  
Jianwei Sun
Keyword(s):  
Natural Products ◽  
Ring Opening ◽  
Catalytic Synthesis ◽  
Rapid Access ◽  
Oxetane Ring

A new catalytic protocol for the expedient synthesis of oxazolines from oxetanes is developed.

scholarly journals Catalytic asymmetric C–Si bond activation via torsional strain-promoted Rh-catalyzed aryl-Narasaka acylation

2020 ◽  
Vol 11 (1) ◽  
Author(s):  
Jia Feng ◽  
Xiufen Bi ◽  
Xiaoping Xue ◽  
Na Li ◽  
Lei Shi ◽  
...  
Keyword(s):  
Natural Products ◽  
Ring Opening ◽  
Kinetic Resolution ◽  
Bond Activation ◽  
Bond Cleavage ◽  
Catalytic Synthesis ◽  
Torsional Strain ◽  
Silanol Groups ◽  
Bioactive Natural Products ◽  
Ring Opening Reaction

Abstract Atropisomers are important organic frameworks in bioactive natural products, drugs as well as chiral catalysts. Meanwhile, silanols display unique properties compared to their alcohol analogs, however, the catalytic synthesis of atropisomers bearing silanol groups is challenging. Here, we show a rhodium-catalyzed torsional strain-promoted asymmetric ring-opening reaction for the synthesis of α-silyl biaryl atropisomers. The reaction features a dynamic kinetic resolution of C(Ar)-Si bond cleavage, whose stereochemistry was controlled by a phosphoramidite ligand derived from (S)-3-methyl-1-((2,4,6-triisopropylphenyl)sulfonyl)piperazine. This work is a demonstration of an aryl-Narasaka acylation, where the C(Ar)-Si bond cleavage is promoted by the torsional strain of α, α’-disubstituted silafluorene.

Catalytic ring-opening allylation of cyclic acetals with allylsilanes using silica-alumina

2010 ◽  
Vol 12 (8) ◽  
pp. 1373 ◽  
Author(s):  
Ken Motokura ◽  
Hirokazu Yoneda ◽  
Akimitsu Miyaji ◽  
Toshihide Baba
Keyword(s):  
Ring Opening ◽  
Cyclic Acetals ◽  
Silica Alumina

scholarly journals Ring-opening hydrolysis of spiro-epoxyoxindoles using a reusable sulfonic acid functionalized nitrogen rich carbon catalyst

RSC Advances ◽  
2021 ◽  
Vol 11 (21) ◽  
pp. 12808-12814
Author(s):  
Parth Patel ◽  
Raj Kumar Tak ◽  
Bhavesh Parmar ◽  
Shilpa Dabas ◽  
Brijesh Patel ◽  
...  
Keyword(s):  
Ring Opening ◽  
Sulfonic Acid ◽  
Catalytic Synthesis ◽  
Carbon Catalyst ◽  
Vicinal Diols ◽  
Hydrolysis Of

Catalytic synthesis of vicinal diols via ring-opening hydrolysis of spiro-epoxyoxindoles.

Chemically recyclable thermoplastics from reversible-deactivation polymerization of cyclic acetals

Science ◽  
2021 ◽  
Vol 373 (6556) ◽  
pp. 783-789
Author(s):  
Brooks A. Abel ◽  
Rachel L. Snyder ◽  
Geoffrey W. Coates
Keyword(s):  
Ring Opening ◽  
Strong Acid ◽  
Chemical Recycling ◽  
Acid Catalysts ◽  
Cyclic Acetals ◽  
Molecular Weights ◽  
Reversible Deactivation ◽  
Waste Mixture ◽  
Cationic Ring Opening Polymerization ◽  
Polymerization Method

Identifying plastics capable of chemical recycling to monomer (CRM) is the foremost challenge in creating a sustainable circular plastic economy. Polyacetals are promising candidates for CRM but lack useful tensile strengths owing to the low molecular weights produced using current uncontrolled cationic ring-opening polymerization (CROP) methods. Here, we present reversible-deactivation CROP of cyclic acetals using a commercial halomethyl ether initiator and an indium(III) bromide catalyst. Using this method, we synthesize poly(1,3-dioxolane) (PDXL), which demonstrates tensile strength comparable to some commodity polyolefins. Depolymerization of PDXL using strong acid catalysts returns monomer in near-quantitative yield and even proceeds from a commodity plastic waste mixture. Our efficient polymerization method affords a tough thermoplastic that can undergo selective depolymerization to monomer.

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