scholarly journals Catalysis‐Enabled Concise and Stereoselective Total Synthesis of the Tricyclic Prostaglandin D2 Metabolite Methyl Ester

2021 ◽  
Author(s):  
Mingji Dai ◽  
Hunter S. Sims ◽  
Pedro de Andrade Horn ◽  
Ryota Isshiki ◽  
Melissa Lim ◽  
...  
Keyword(s):  
Methyl Ester ◽  
Total Synthesis ◽  
Prostaglandin D2

ChemInform Abstract: TOTAL SYNTHESIS OF PROSTAGLANDIN D2 METHYL ESTER

1980 ◽  
Vol 11 (17) ◽  
Author(s):  
D. P. REYNOLDS ◽  
R. F. NEWTON ◽  
S. M. ROBERTS
Keyword(s):  
Methyl Ester ◽  
Total Synthesis ◽  
Prostaglandin D2

scholarly journals Catalysis‐Enabled Concise and Stereoselective Total Synthesis of the Tricyclic Prostaglandin D2 Metabolite Methyl Ester

2021 ◽  
Author(s):  
Mingji Dai ◽  
Hunter S. Sims ◽  
Pedro de Andrade Horn ◽  
Ryota Isshiki ◽  
Melissa Lim ◽  
...  
Keyword(s):  
Methyl Ester ◽  
Total Synthesis ◽  
Prostaglandin D2

Total synthesis of prostaglandin D2 methyl ester

1979 ◽  
pp. 1150 ◽  
Author(s):  
Derek P. Reynolds ◽  
Roger F. Newton ◽  
Stanley M. Roberts
Keyword(s):  
Methyl Ester ◽  
Total Synthesis ◽  
Prostaglandin D2

A new strategy for C20 gibberellin synthesis: total synthesis of (.+-.)-gibberellin A38 methyl ester

1983 ◽  
Vol 48 (13) ◽  
pp. 2298-2300 ◽  
Author(s):  
Luciano Lombardo ◽  
Lewis N. Mander
Keyword(s):  
Methyl Ester ◽  
Total Synthesis ◽  
New Strategy

Stereoselective total synthesis of preclavulone-A methyl ester and its diastereomer

2004 ◽  
Vol 45 (9) ◽  
pp. 1941-1944 ◽  
Author(s):  
Hisanaka Ito ◽  
Masami Konishi ◽  
Kazuo Iguchi
Keyword(s):  
Methyl Ester ◽  
Total Synthesis

A Total Synthesis of Spirastrellolide A Methyl Ester

2013 ◽  
Vol 19 (11) ◽  
pp. 3596-3608 ◽  
Author(s):  
Alexander Arlt ◽  
Stefan Benson ◽  
Saskia Schulthoff ◽  
Barbara Gabor ◽  
Alois Fürstner
Keyword(s):  
Methyl Ester ◽  
Total Synthesis ◽  
Spirastrellolide A

ChemInform Abstract: Stereocontrolled Total Synthesis of (.+-.)-Pentalenolactone P Methyl Ester.

ChemInform ◽  
2010 ◽  
Vol 23 (12) ◽  
pp. no-no
Author(s):  
H.-J. KANG ◽  
C. S. RA ◽  
L. A. PAQUETTE
Keyword(s):  
Methyl Ester ◽  
Total Synthesis

scholarly journals Stereoselective total syntheses of (±)-sinularene and (±)-5-epi-sinularene: a general intramolecular Diels–Alder approach to tricyclic sesquiterpenes

1985 ◽  
Vol 63 (4) ◽  
pp. 993-995 ◽  
Author(s):  
Kazimierz Antczak ◽  
John F. Kingston ◽  
Alex G. Fallis
Keyword(s):  
Double Bond ◽  
Methyl Ester ◽  
Total Synthesis ◽  
Ring System ◽  
Diels Alder ◽  
Exocyclic Double Bond ◽  
Total Syntheses ◽  
Methyl Group ◽  
Secondary Hydroxyl ◽  
Selective Hydrogenolysis

Stereoselective total synthesis of (±)-sinularene and (±)-5-epi-sinularene are described. The sequence employs a "blocked" cyclopentadiene in which the cyclopropane unit also serves as a latent methyl group. Thus intramolecular [4 + 2] cycloaddition of the substituted methyl spiro[2.4]hepta-4,6-dien-1-yl)-2-pentenoate 11 affords 5-benzyloxy-6-isopropyl-8-carbomethoxytetracyclo[5.4.01,7.02,4.02,9]undec-10-ene (12) which after selective hydrogenolysis generates the tricyclo[4.4.01,6.02,8]decane (sinularene) ring system. Removal of the secondary hydroxyl function (Ph3P/CCl4/CH3CN; H2/Pd/C), reduction of the methyl ester (LiAlH4), and introduction of the exocyclic double bond (acetate pyrolysis, 550 °C) completes the synthesis of (±)-sinularene in 14 steps from cyclopentadiene. A parallel series of reactions employing the isopropyl epimer of 12 affords (±)-5-epi-sinularene.

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