Application of Multi-component Reaction in the Synthesis of Heterocyclic [3.3.3] Propellane Derivatives

2022 ◽  
Vol 26 ◽  
Author(s):  
Zohreh Kheilkordi ◽  
Ghodsi Mahammadi Ziarani ◽  
Fatemeh Mohajer
Keyword(s):  
Natural Products ◽  
Heterocyclic Compounds ◽  
Pharmaceutical Compounds ◽  
Unique Structure ◽  
Carbon Carbon Bonds ◽  
Carbon Bonds

Abstract: Propellanes and derivatives have attractive properties due to their unique structure. Therefore, [3.3.3] propellanes, containing tricyclic structures with one of the carbon-carbon bonds common in three rings, were used in natural products, pharmaceutical compounds, and heterocyclic compounds, which were biologically important. The various multi-component reactions were applied in the synthesis of propellanes, which were highlighted throughout this review

Nomenclature of Lignans and Neolignans (IUPAC Recommendations 2000)

2000 ◽  
Vol 72 (8) ◽  
pp. 1493-1523 ◽  
Author(s):  
G. P. Moss
Keyword(s):  
Natural Products ◽  
Oxygen Atom ◽  
Benzene Ring ◽  
Carbon Bond ◽  
Large Group ◽  
Ether Oxygen Atom ◽  
Carbon Carbon Bond ◽  
Carbon Carbon Bonds ◽  
Carbon Bonds ◽  
Ether Oxygen

Lignans and neolignans are a large group of natural products characterized by the coupling of two C6C3 units. For nomenclature purposes the C6C3 unit is treated as propylbenzene and numbered from 1 to 6 in the ring, starting from the propyl group, and with the propyl group numbered from 7 to 9, starting from the benzene ring. With the second C6C3 unit the numbers are primed. When the two C6C3 units are linked by a bond between positions 8 and 8' the compound is referred to and named as a lignan. In the absence of the C-8 to C-8' bond, and where the two C6C3 units are linked by a carbon–carbon bond it is referred to and named as a neolignan. The linkage with neolignans may include C-8 or C-8'. Where there are no direct carbon–carbon bonds between the C6C3 units and they are linked by an ether oxygen atom the compound is named as an oxyneolignan. The nomenclature provides for the naming of additional rings and other modifications following standard organic nomenclature procedures for naming natural products. Provision is included to name the higher homologues. The sesquineolignans have three C6C3 units, and dineolignans have four C6C3 units.

scholarly journals Diastereoselective and enantioselective conjugate addition reactions utilizing α,β-unsaturated amides and lactams

2015 ◽  
Vol 11 ◽  
pp. 530-562 ◽  
Author(s):  
Katherine M Byrd
Keyword(s):  
Natural Products ◽  
Addition Reaction ◽  
Conjugate Addition ◽  
Addition Reactions ◽  
Pharmacological Agents ◽  
Carbon Carbon Bonds ◽  
Carbon Bonds

The conjugate addition reaction has been a useful tool in the formation of carbon–carbon bonds. The utility of this reaction has been demonstrated in the synthesis of many natural products, materials, and pharmacological agents. In the last three decades, there has been a significant increase in the development of asymmetric variants of this reaction. Unfortunately, conjugate addition reactions using α,β-unsaturated amides and lactams remain underdeveloped due to their inherently low reactivity. This review highlights the work that has been done on both diastereoselective and enantioselective conjugate addition reactions utilizing α,β-unsaturated amides and lactams.

scholarly journals Broad scope gold(i)-catalysed polyenyne cyclisations for the formation of up to four carbon–carbon bonds

2017 ◽  
Vol 15 (10) ◽  
pp. 2163-2167 ◽  
Author(s):  
Zhouting Rong ◽  
Antonio M. Echavarren
Keyword(s):  
Single Step ◽  
Simultaneous Formation ◽  
Broad Scope ◽  
Carbon Carbon Bonds ◽  
Carbon Bonds ◽  
First Time ◽  
High Stereoselectivity

The polycyclisation of polyeneynes catalyzed by gold(i) has been extended for the first time to the simultaneous formation of up to four carbon–carbon bonds, leading to steroid-like molecules with high stereoselectivity in a single step with low catalyst loadings.

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