ChemInform Abstract: Seven-Membered Ring Synthesis Based on Arene Olefin Cycloadditions: The Total Synthesis of (±)-Rudmollin.

1986 ◽  
Vol 17 (36) ◽  
Author(s):  
P. A. WENDER ◽  
K. FISHER
Keyword(s):  
Total Synthesis ◽  
Membered Ring ◽  
Ring Synthesis

Convergent Total Synthesis of Principinol D, a Rearranged Kaurane Diterpenoid

2019 ◽  
Author(s):  
Timothy Newhouse ◽  
Aneta Turlik ◽  
Yifeng Chen ◽  
Anthony Scruse
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Late Stage ◽  
Membered Ring ◽  
Entry Point ◽  
Ketone Reduction ◽  
Coupling Approach

<div> <p>The total synthesis of principinol D, a rearranged kaurane diterpenoid, is reported. This grayanane natural product is constructed via a convergent fragment coupling approach, wherein the central 7-membered ring is synthesized at a late stage. The bicyclo[3.2.1]octane fragment is accessed by a Ni-catalyzed α-vinylation reaction. Strategic reductions include a diastereoselective SmI<sub>2</sub>-mediated ketone reduction with PhSH and a new protocol for selective ester reduction in the presence of ketones. The convergent strategy reported herein may be an entry point to the larger class of kaurane diterpenoids.</p> </div>

On terpenes. LVIII. Total synthesis of 1,1,4,8-tetramethylcycloundecane: Proof of the eleven-membered ring in humulene

1954 ◽  
Vol 19 (3) ◽  
pp. 570-580 ◽  
Author(s):  
F. Šorm ◽  
M. Streibl ◽  
V. Jarolím ◽  
L. Novotný ◽  
L. Dolejš ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Membered Ring

ChemInform Abstract: A Surprising Eight-Membered Ring Synthesis Leading To Enantiomerically Pure Tricyclic Benzodiazepine Derivatives.

ChemInform ◽  
2010 ◽  
Vol 26 (29) ◽  
pp. no-no
Author(s):  
A. HAKIKI ◽  
M. MOSSADAK ◽  
M. MOKHLES ◽  
F. ROUESSAC ◽  
H. DUDDECK ◽  
...  
Keyword(s):  
Membered Ring ◽  
Enantiomerically Pure ◽  
Benzodiazepine Derivatives ◽  
Ring Synthesis

Towards the Total Synthesis of Schisandrene: Stereoselective Synthesis of the Dibenzocyclooctadiene Lignan Core

Synlett ◽  
2018 ◽  
Vol 29 (07) ◽  
pp. 908-911 ◽  
Author(s):  
K. Babu ◽  
Arramshetti Venkanna ◽  
Borra Poornima ◽  
Bandi Siva ◽  
B. Babu
Keyword(s):  
Total Synthesis ◽  
Stereoselective Synthesis ◽  
Asymmetric Reduction ◽  
Cross Coupling ◽  
Membered Ring ◽  
Stille Reaction ◽  
Reaction Sequence ◽  
Ring Closing Metathesis ◽  
Synthetic Strategy ◽  
First Time

A stereoselective synthesis of the dibenzocyclooctadiene ­lignan core of the natural product schisandrene is described. Starting from readily available gallic acid, the synthetic strategy involves Suzuki–Miyaura cross-coupling, Stille reaction, and ring-closing metathesis (RCM) in the reaction sequence. The required asymmetric center at C-7′ was established by an asymmetric reduction of a keto compound using the Corey–Bakshi–Shibata (CBS) catalyst. In our approach, the eight-membered ring was achieved by RCM for the first time.

Chiral Mo−Binol Complexes:  Activity, Synthesis, and Structure. Efficient Enantioselective Six-Membered Ring Synthesis through Catalytic Metathesis

1999 ◽  
Vol 121 (36) ◽  
pp. 8251-8259 ◽  
Author(s):  
S. Sherry Zhu ◽  
Dustin R. Cefalo ◽  
Daniel S. La ◽  
Jennifer Y. Jamieson ◽  
William M. Davis ◽  
...  
Keyword(s):  
Membered Ring ◽  
Ring Synthesis

The mechanism investigation of the imidazolidinone catalyzed five-membered ring synthesis reaction

2012 ◽  
Vol 26 (3) ◽  
pp. 232-239 ◽  
Author(s):  
Lili Zhang ◽  
Huiling Liu ◽  
Yuhong Yang ◽  
Zhihui Chong ◽  
Tingting Feng ◽  
...  
Keyword(s):  
Membered Ring ◽  
Synthesis Reaction ◽  
Ring Synthesis

Studies on double acylation of aromatic hydrocarbons. XI. A total synthesis of 5,6-Dihydro-4H-benz[de]anthracene

1972 ◽  
Vol 25 (7) ◽  
pp. 1521 ◽  
Author(s):  
A Rahman ◽  
BM Vuano ◽  
NM Rodriguez
Keyword(s):  
Total Synthesis ◽  
Propionic Acid ◽  
Intramolecular Cyclization ◽  
Butyric Acid ◽  
Aromatic Hydrocarbons ◽  
Dibasic Acid ◽  
Membered Ring ◽  
Ring Closure ◽  
Partial Synthesis

Starting from ethyl 3-(1-naphthyl)propionate (1), the dibasic acid 4-(4-carboxy-ethyl-I-naphthyl)butyric acid (3) was prepared, which served as a key compound for the synthesis of 5,6-dihydro-4H-benz[de]anthraoene (6) by a double intramolecular cyclization. The monocyolization of the dibasic acid (3) gave rise by a preferential six-membered ring closure, to 3-(1-oxo-1,2,3,4-tetrahydro-9-phenanthryl)propionic acid (7). A partial synthesis of 5,6-dihydro-4H-benz[de]anthracene (6), by succinoylation of perinaphthane followed by usual synthetic steps, is reported as confirmatory evidence of the identity of (6) obtained by double cyclization of the diacid. Some aspects of the orientation of intramolecular acylation are discussed.

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