SN2′ Ring opening of aziridines bearing an α,β-unsaturated ester group with organocopper reagents. A new stereoselective synthetic route to (E)-alkene dipeptide isosteres

1995 ◽  
pp. 1359-1371 ◽  
Author(s):  
Nobutaka Fujii ◽  
Kazuo Nakai ◽  
Hirokazu Tamamura ◽  
Akira Otaka ◽  
Norio Mimura ◽  
...  
Keyword(s):  
Ring Opening ◽  
Ester Group ◽  
Unsaturated Ester ◽  
Synthetic Route ◽  
Alkene Dipeptide Isosteres

ChemInform Abstract: Palladium-Catalyzed Reductive Ring Opening with Formic Acid of Aziridines Bearing an α,β-Unsaturated Ester Group.

ChemInform ◽  
2010 ◽  
Vol 29 (5) ◽  
pp. no-no
Author(s):  
H. OHNO ◽  
N. MIMURA ◽  
A. OTAKA ◽  
H. TAMAMURA ◽  
N. FUJII ◽  
...  
Keyword(s):  
Formic Acid ◽  
Ring Opening ◽  
Ester Group ◽  
Unsaturated Ester ◽  
Palladium Catalyzed

Palladium-catalyzed reductive ring opening with formic acid of aziridines bearing an α,β-unsaturated ester group

Tetrahedron ◽  
1997 ◽  
Vol 53 (38) ◽  
pp. 12933-12946 ◽  
Author(s):  
Hiroaki Ohno ◽  
Norio Mimura ◽  
Akira Otaka ◽  
Hirokazu Tamamura ◽  
Nobutaka Fujii ◽  
...  
Keyword(s):  
Formic Acid ◽  
Ring Opening ◽  
Ester Group ◽  
Unsaturated Ester ◽  
Palladium Catalyzed

scholarly journals Synthesis of 3,3-Diaryl/Heteroarylpropylamines via Nucleophilic Ring Opening of Activated Azetidines with Arenes and Heteroarenes: New Synthetic Route to (±)Tolterodine

ACS Omega ◽  
2018 ◽  
Vol 3 (12) ◽  
pp. 17562-17572 ◽  
Author(s):  
Gaurav Goswami ◽  
Navya Chauhan ◽  
Abhijit Mal ◽  
Subhomoy Das ◽  
Mowpriya Das ◽  
...  
Keyword(s):  
Ring Opening ◽  
Synthetic Route ◽  
Nucleophilic Ring Opening

Concise Synthesis of the Terpene Core Structure of Suaveolindole Through a Time-Economic Route

Synlett ◽  
2021 ◽  
Author(s):  
Hiroki Tanimoto ◽  
Kazuki Tojo ◽  
Tsumoru Morimoto ◽  
Kiyomi Kakiuchi
Keyword(s):  
Claisen Rearrangement ◽  
Core Structure ◽  
Side Chain ◽  
Unsaturated Ester ◽  
Synthetic Route ◽  
Carbon Side Chain

The terpene core structure of suaveolindoles was synthesized through a concise route in a time-economical manner. A scalable synthetic route from pulegone delivered the desired α,β,γ,δ-unsaturated ester in a brief period. By way of Eschenmoser-Claisen rearrangement, carbon side chain moiety at the crowded double-allylic position was introduced stereoselectively.

A synthetic route to 1,4-disubstituted tetrahydro-β-carbolines and tetrahydropyranoindoles via ring-opening/Pictet–Spengler reaction of aziridines and epoxides with indoles/aldehydes

2020 ◽  
Vol 18 (2) ◽  
pp. 272-287 ◽  
Author(s):  
Imtiyaz Ahmad Wani ◽  
Gaurav Goswami ◽  
Sahid Sk ◽  
Abhijit Mal ◽  
Masthanvali Sayyad ◽  
...  
Keyword(s):  
Ring Opening ◽  
Synthetic Route ◽  
High Yields

A route to 1,4-disubstituted tetrahydro-β-carbolines and tetrahydropyrano[3,4-b]indoles in high yields and stereoselectivity via SN2-type ring opening/Pictet–Spengler reaction of aziridines and epoxides with indoles is described.

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