Synthetic studies toward complex diterpenoids. 16. A novel synthetic route to the carbocyclic skeleta of stemodin and stemarin by acid-catalyzed intramolecular C-alkylation and rearrangement reactions

1985 ◽  
Vol 50 (6) ◽  
pp. 857-863 ◽  
Author(s):  
Pranab R. Kanjilal ◽  
Manish Sarkar ◽  
Swapan K. Patra ◽  
Subrata Ghosh ◽  
Usha Ranjan Ghatak
Keyword(s):  
Synthetic Route ◽  
Acid Catalyzed ◽  
Synthetic Studies ◽  
Rearrangement Reactions

Synthetic Studies towards the Total Synthesis of Indole Alkaloids Containing Indolyl Lactam Frameworks

Synlett ◽  
2020 ◽  
Author(s):  
Fu-She Han ◽  
Dong-Xing Tan
Keyword(s):  
Total Synthesis ◽  
Indole Alkaloids ◽  
Cycloaddition Reaction ◽  
Terminal Olefin ◽  
Asymmetric Reaction ◽  
Rapid Construction ◽  
Fused Ring ◽  
Acid Catalyzed ◽  
Synthetic Studies ◽  
Type Substitution

AbstractIn this account, recent progress on the synthetic studies of several monoterpene indole alkaloids, (±)-mersicarpine, misassigned (±)-tronoharine, and (±)-leuconodines D and E, is summarized. Specifically, the rationale for the design and development of the Lewis acid catalyzed SN1-type substitution and formal [3+3] cycloaddition reaction of indol-2-yl carbinols, and the Pd-catalyzed aerobic oxidative intramolecular Heck cross-coupling of indolyl amides tethered with a terminal olefin functionality, are emphasized. These key reactions set the basis for the rapid construction of the fused ring skeleton containing an all-carbon quaternary center at the indol-2-yl position.1 Introduction2 Synthetic Study of (±)-Mersicarpine3 Synthetic Study of the Misassigned (±)-Tronoharine4 Study of the Asymmetric Reaction of Indol-2-yl Carbinols5 Synthetic Study of (±)-Leuconodines D and E6 Conclusion

A general synthetic route for 1-substituted 4-oxygenated β-carbolines (Synthetic studies on indoles and related compounds 41)

Tetrahedron ◽  
1997 ◽  
Vol 53 (5) ◽  
pp. 1593-1606 ◽  
Author(s):  
Hideharu Suzuki ◽  
Chiemie Iwata(nee Miyaga) ◽  
Katsumi Sakurai ◽  
Kazuhiko Tokumoto ◽  
Hiroko Takahashi ◽  
...  
Keyword(s):  
Synthetic Route ◽  
Synthetic Studies ◽  
Related Compounds

scholarly journals Synthetic Studies on d-Biotin, Part 9. An Improved Asymmetric Synthetic Route to d-Biotin via Hoffmann–Roche Lactone–Thiolactone Approach

2005 ◽  
Vol 53 (7) ◽  
pp. 743-746 ◽  
Author(s):  
Fen-Er Chen ◽  
Hui-Qing Jia ◽  
Xu-Xiang Chen ◽  
Hui-Fang Dai ◽  
Bin Xie ◽  
...  
Keyword(s):  
Synthetic Route ◽  
Synthetic Studies

Synthetic studies on histrionicotoxins. II. Practical synthetic route to (+-)-perhydro- and (+-)-octahydrohistrionicotoxin

1975 ◽  
Vol 40 (13) ◽  
pp. 2011-2012 ◽  
Author(s):  
T. Fukuyama ◽  
L. V. Dunkerton ◽  
M. Aratani ◽  
Y. Kishi
Keyword(s):  
Synthetic Route ◽  
Synthetic Studies

scholarly journals Synthesis and conformations of [2.n]metacyclophan-1-ene epoxides and their conversion to [n.1]metacyclophanes

2017 ◽  
Vol 15 (16) ◽  
pp. 3519-3527 ◽  
Author(s):  
Thamina Akther ◽  
Md. Monarul Islam ◽  
Shofiur Rahman ◽  
Paris E. Georghiou ◽  
Taisuke Matsumoto ◽  
...  
Keyword(s):  
Dft Calculations ◽  
Acid Catalyzed ◽  
Rearrangement Reactions

Acid catalyzed rearrangement reactions of [2.n]metacyclophan-1-enes afford new chiral [n.1]metacyclophanes; DFT calculations have been used to estimate the energy-minimized structures of the metacyclophanes.

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