Natural products with heteroatom-rich ring systems

EK Davison, J Sperry - Journal of natural products, 2017 - ACS Publications
This review focuses on all known natural products that contain a “heteroatom-rich” ring
system, specifically a five-, six-or seven-membered ring that contains three or more …

Stereoselective synthesis of 2, 6-disubstituted piperidine alkaloids

N Srivastava, L Macha, HJ Ha - Organic & Biomolecular Chemistry, 2020 - pubs.rsc.org
Among the large number of structurally diverse alkaloids, 2, 6-disubstituted piperidine and
its analogs have often been targeted when exploiting new synthetic techniques perhaps …

Enantioselective synthesis of piperidine, indolizidine, and quinolizidine alkaloids from a phenylglycinol-derived δ-lactam

M Amat, N Llor, J Hidalgo, C Escolano… - The Journal of Organic …, 2003 - ACS Publications
Starting from a common lactam,(3 R, 8a S)-5-oxo-3-phenyl-2, 3, 6, 7, 8, 8a-hexahydro-5 H-
oxazolo [3, 2-a] pyridine (1), or its enantiomer, the enantioselective synthesis of 2 …

Synthesis of Enantiopure trans-3,4-Disubstituted Piperidines. An Enantiodivergent Synthesis of (+)- and (−)-Paroxetine

M Amat, J Bosch, J Hidalgo, M Cantó… - The Journal of …, 2000 - ACS Publications
Reaction of (R)-phenylglycinol with methyl 5-oxopentanoate gave either bicyclic lactam cis-1
(the kinetic product) or its isomer trans-1 (under equilibrating conditions) as the major …

Transaminase triggered aza-Michael approach for the enantioselective synthesis of piperidine scaffolds

J Ryan, M Siauciulis, A Gomm, B Maciá… - Journal of the …, 2016 - ACS Publications
The expanding “toolbox” of biocatalysts opens new opportunities to redesign synthetic
strategies to target molecules by incorporating a key enzymatic step into the synthesis …

Part II: nitroalkenes in the synthesis of heterocyclic compounds

AZ Halimehjani, INN Namboothiri, SE Hooshmand - RSC Advances, 2014 - pubs.rsc.org
This part (part II) is devoted to 6-membered heterocycles that are synthesized from
nitroalkenes as the key substrates. These compounds can be simply accessible to form …

Mannich‐type Reactions of Cyclic Nitrones: Effective Methods for the Enantioselective Synthesis of Piperidine‐containing Alkaloids

VG Lisnyak, T Lynch‐Colameta… - Angewandte Chemie …, 2018 - Wiley Online Library
Even though there are dozens of biologically active 2‐substituted and 2, 6‐disubstituted
piperidines, only a limited number of approaches exist for their synthesis. Herein is …

Tris (benzhydryl) and Cationic Bis (benzhydryl) Ln (III) Complexes: Exceptional Thermostability and Catalytic Activity in Olefin Hydroarylation and Hydrobenzylation …

AN Selikhov, EN Boronin, AV Cherkasov… - Advanced Synthesis …, 2020 - Wiley Online Library
A series of Ln (III) tris (benzhydryl) complexes [(p‐tBu‐C6H4) 2CH] 3Ln (Ln= La (1), Nd (2),
Y (3)) were synthesized by the salt metathesis reactions of LnHal3 (THF) 3.5 (Ln= La, Nd …

Synthesis of Aza Polycyclic Compounds Derived from Pyrrolidine, Indolizidine, and Indole via Intramolecular Diels− Alder Cycloadditions of Neutral 2-Azadienes

F Palacios, C Alonso, P Amezua… - The Journal of Organic …, 2002 - ACS Publications
A method for the preparation of novel oxaza and diaza polycyclic 9-oxa-4-azaphenanthrene,
5 H-pyrido [2, 3-a] pyrrolizine, 5 H, 6 H-pyrido [3, 2-g] indolizine, and 5 H, 6 H-indeno [2, 1-a] …

Stereoselective Synthesis of 2,6-cis- and 2,6-trans-Piperidines through Organocatalytic Aza-Michael Reactions: A Facile Synthesis of (+)-Myrtine and (−)-Epimyrtine

Y Ying, H Kim, J Hong - Organic Letters, 2011 - ACS Publications
Both 2, 6-cis-and 2, 6-trans-piperidines were prepared from common substrates through
organocatalytic aza-Michael reactions promoted by the gem-disubstituent effect in …