A Lewis acid initiated intramolecular cyclization of benzylidene acetal with an azide functional group: novel synthesis of oxazolines and oxazines

2011 ◽  
Vol 47 (44) ◽  
pp. 12218 ◽  
Author(s):  
Amit Banerjee ◽  
Ponminor Senthil Kumar ◽  
Sundarababu Baskaran
Keyword(s):  
Intramolecular Cyclization ◽  
Lewis Acid ◽  
Functional Group ◽  
Novel Synthesis

scholarly journals Addition of lithiated enol ethers to nitrones and subsequent Lewis acid induced cyclizations to enantiopure 3,6-dihydro-2H-pyrans – an approach to carbohydrate mimetics

2010 ◽  
Vol 6 ◽  
Author(s):  
Fabian Pfrengle ◽  
Hans-Ulrich Reissig
Keyword(s):  
Lewis Acid ◽  
Functional Group ◽  
Tricarboxylic Acid ◽  
Membered Ring ◽  
Enol Ether ◽  
Enol Ethers ◽  
Acidic Conditions ◽  
Hydroxylamine Derivatives

A stereodivergent synthesis of enantiopure 3,6-dihydro-2H-pyrans is presented. The addition of lithiated enol ethers to carbohydrate-derived nitrones afforded syn- or anti-configured hydroxylamine derivatives 4a–d that were cyclized under Lewis acidic conditions to yield functionalized dihydropyrans cis- or trans-5a–d containing an enol ether moiety. This functional group was employed for a variety of subsequent reactions such as dihydroxylation or bromination. Bicyclic enol ether 19 was oxidatively cleaved to provide the highly functionalized ten-membered ring lactone 20. The synthesized enantiopure aminopyrans 24, 26, 28 and 30 can be regarded as carbohydrate mimetics. Trimeric versions of 24 and 28 were constructed via their attachment to a tricarboxylic acid core.

Highly effective Brønsted base/lewis acid cooperative catalysis: a new Cd metal–organic framework for the synthesis of Hantzsch 1,4-DHPs at ambient temperature

2017 ◽  
Vol 41 (24) ◽  
pp. 15475-15484 ◽  
Author(s):  
Farzaneh Rouhani ◽  
Ali Morsali
Keyword(s):  
Ambient Temperature ◽  
Lewis Acid ◽  
Functional Group ◽  
Metal Organic Framework ◽  
Cooperative Catalysis ◽  
Highly Effective ◽  
Metal Organic ◽  
Brønsted Base ◽  
Organic Framework

A new 3D metal–organic framework {[Cd3(BDC)3(OPP)(DMF)2]·2DMA}n (TMU-33) has been synthesized. The performance of the imine functional group of the OPP ligand as a Brønsted base and open Cd site as a Lewis acid in this framework was investigated as cooperative catalyst.

ChemInform Abstract: A Novel Synthesis of Isoflavones via Copper(I)-Catalyzed Intramolecular Cyclization Reaction.

ChemInform ◽  
2011 ◽  
Vol 42 (47) ◽  
pp. no-no
Author(s):  
Qiu-Lian Li ◽  
Qi-Lun Liu ◽  
Zhi-Yuan Ge ◽  
Yong-Ming Zhu
Keyword(s):  
Intramolecular Cyclization ◽  
Cyclization Reaction ◽  
Novel Synthesis
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