Highly regio- and stereoselective synthesis of cyclic carbonates from biomass-derived polyols via organocatalytic cascade reaction

2019 ◽  
Vol 21 (23) ◽  
pp. 6335-6341 ◽  
Author(s):  
Hui Zhou ◽  
Hui Zhang ◽  
Sen Mu ◽  
Wen-Zhen Zhang ◽  
Wei-Min Ren ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
Cascade Reaction ◽  
Lewis Base ◽  
Cyclic Carbonates ◽  
Polyhydroxy Compounds ◽  
Propargylic Alcohol

Dual Lewis base–CO2 adduct/MTBD organocatalytic system was developed for the cascade reaction of CO2, propargylic alcohol, and polyhydroxy compounds to afford various functionalized cyclic carbonates in high regio- and stereoselectivity.

Highly Cumulated Radical Cascade Reaction of aza-1,6-Enyenes: Stereoselective Synthesis of exo -Methylene Piperidines

2020 ◽  
Vol 2020 (11) ◽  
pp. 1700-1707
Author(s):  
Akio Kamimura ◽  
Tomoyuki Itaya ◽  
Tatsuro Yoshinaga ◽  
Ryo Nozawa ◽  
Takuji Kawamoto ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
Cascade Reaction ◽  
Radical Cascade

Stereoselective Synthesis of Diverse Lactones through a Cascade Reaction of Rhodium Carbenoids with Ketoacids

2018 ◽  
Vol 20 (23) ◽  
pp. 7585-7589 ◽  
Author(s):  
Nicholas P. Massaro ◽  
Joseph C. Stevens ◽  
Aayushi Chatterji ◽  
Indrajeet Sharma
Keyword(s):  
Stereoselective Synthesis ◽  
Cascade Reaction ◽  
Rhodium Carbenoids

scholarly journals A short stereoselective synthesis of (+)-(6R,2′S)-cryptocaryalactone via ring-closing metathesis

2009 ◽  
Vol 5 ◽  
Author(s):  
Palakodety Radha Krishna ◽  
Krishnarao Lopinti ◽  
K L N Reddy
Keyword(s):  
Stereoselective Synthesis ◽  
Metathesis Reaction ◽  
Ring Closing Metathesis ◽  
Propargylic Alcohol ◽  
Key Steps

A short stereoselective synthesis of (+)-(6R,2′S)-cryptocaryalactone was successfully completed. Key steps included the application of Carreira’s asymmetric alkynylation reaction to form a propargylic alcohol and subsequently lactone formation using the powerful ring-closing metathesis reaction.

scholarly journals Evaluation of In-Batch and In-Flow Synthetic Strategies towards the Stereoselective Synthesis of a Fluorinated Analogue of Retro-Thiorphan

Molecules ◽  
2019 ◽  
Vol 24 (12) ◽  
pp. 2260
Author(s):  
Margherita Pirola ◽  
Alessandra Puglisi ◽  
Laura Raimondi ◽  
Alessandra Forni ◽  
Maurizio Benaglia
Keyword(s):  
Continuous Flow ◽  
Stereoselective Synthesis ◽  
Catalytic Reduction ◽  
Lewis Base ◽  
Crucial Point ◽  
X Ray ◽  
Metal Free ◽  
Target Molecule ◽  
Synthetic Strategy ◽  
Synthetic Sequence

A stereoselective synthetic strategy for the preparation of trifluoromethylamine mimics of retro-thiorphan, involving a diastereoselective, metal-free catalytic step, has been studied in batch and afforded the target molecule in good yields and high diastereoselectivity. A crucial point of the synthetic sequence was the catalytic reduction of a fluorinated enamine with trichlorosilane as reducing agent in the presence of a chiral Lewis base. The absolute configuration of the key intermediate was unambiguously assigned by X-ray analysis. The synthesis was also investigated exploiting continuous flow reactions; that is, an advanced intermediate of the target molecule was synthesized in only two in-flow synthetic modules, avoiding isolation and purifications of intermediates, leading to the isolation of the target chiral fluorinated amine in up to an 87:13 diastereoisomeric ratio.

Carbamoyl anion-initiated cascade reaction for stereoselective synthesis of substituted α-hydroxy-β-amino amides

2016 ◽  
Vol 52 (5) ◽  
pp. 912-915 ◽  
Author(s):  
Chao-Yang Lin ◽  
Peng-Ju Ma ◽  
Zhao Sun ◽  
Chong-Dao Lu ◽  
Yan-Jun Xu
Keyword(s):  
Stereoselective Synthesis ◽  
Cascade Reaction ◽  
Rapid Construction ◽  
High Yields ◽  
Amino Amides

A carbamoyl anion-initiated cascade reaction with acylsilanes and imines allows rapid construction of substituted α-hydroxy-β-amino amides in high yields with excellent diastereoselectivities.

Synthesis and polymerisation of α-alkylidene cyclic carbonates from carbon dioxide, epoxides and the primary propargylic alcohol 1,4-butynediol

2020 ◽  
Vol 22 (5) ◽  
pp. 1553-1558 ◽  
Author(s):  
Saumya Dabral ◽  
Ulrike Licht ◽  
Peter Rudolf ◽  
Gérard Bollmann ◽  
A. Stephen K. Hashmi ◽  
...  
Keyword(s):  
Carbon Dioxide ◽  
Cyclic Carbonates ◽  
Propargylic Alcohol ◽  
Bulk Chemical

Using the bulk chemical 1,4-butynediol, readily available epoxides and carbon dioxide, a new series of unsubstituted exovinylene carbonates were synthesised.

Stereoselective synthesis of trifluoroethyl 3,2′-spirooxindole γ-lactam through the organocatalytic cascade reaction of 3-((2,2,2-trifluoroethyl)amino)indolin-2-one

2021 ◽  
Author(s):  
Shuai-Jiang Liu ◽  
Qing Mao ◽  
Gu Zhan ◽  
Rui Qin ◽  
Ben-Hong Chen ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
Cascade Reaction ◽  
Facile Synthesis

A series of newly prepared 3-((2,2,2-trifluoroethyl)amino)indolin-2-ones for the facile synthesis of chiral 3,2′-spirooxindole γ-lactam products containing trifluoroethyl groups have been developed.

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