ChemInform Abstract: Enantioselective Synthesis of (+)-Goniodiol and of Its Naturally Occurring Acetylated Analogues.

ChemInform ◽  
2010 ◽  
Vol 28 (16) ◽  
pp. no-no
Author(s):  
J.-P. SURIVET ◽  
J. GORE ◽  
J.-M. VATELE
Keyword(s):  
Enantioselective Synthesis ◽  
Naturally Occurring

Enantioselective synthesis of (+)-goniodiol and of its naturally occurring acetylated analogs

Tetrahedron ◽  
1996 ◽  
Vol 52 (47) ◽  
pp. 14877-14890 ◽  
Author(s):  
Jean-Philippe Surivet ◽  
Jacques Goré ◽  
Jean-Michel Vatèle
Keyword(s):  
Enantioselective Synthesis ◽  
Naturally Occurring

scholarly journals Catalytic Enantioselective Synthesis of Naturally Occurring Butenolides viaHetero-Allylic Alkylation and Ring Closing Metathesis

2011 ◽  
Vol 13 (5) ◽  
pp. 948-951 ◽  
Author(s):  
Bin Mao ◽  
Koen Geurts ◽  
Martín Fañanás-Mastral ◽  
Anthoni W. van Zijl ◽  
Stephen P. Fletcher ◽  
...  
Keyword(s):  
Enantioselective Synthesis ◽  
Allylic Alkylation ◽  
Ring Closing Metathesis ◽  
Naturally Occurring

Enantioselective synthesis of mosquito oviposition pheromone and its epimer from a naturally occurring fatty acid

RSC Advances ◽  
2015 ◽  
Vol 5 (123) ◽  
pp. 101732-101739 ◽  
Author(s):  
David Hurem ◽  
Travis Dudding
Keyword(s):  
Fatty Acid ◽  
Late Stage ◽  
Enantioselective Synthesis ◽  
Asymmetric Induction ◽  
Hexadecenoic Acid ◽  
Naturally Occurring ◽  
Mosquito Oviposition ◽  
Asymmetric Transformation

Direct epoxidation of cis-5-hexadecenoic acid towards the synthesis of Mosquito Oviposition Pheromone (MOP) and evaluation of Dynamic Kinetic Asymmetric Transformation (DYKAT) for late-stage asymmetric induction are presented.

Enantioselective Synthesis of Naturally Occurring (—)-Tylophorine by Way of an Asymmetric Intramolecular Double Michael Reaction

Heterocycles ◽  
1989 ◽  
Vol 28 (1) ◽  
pp. 63 ◽  
Author(s):  
Keiichiro Fukumoto ◽  
Tetsuji Kametani ◽  
Masataka Ihara ◽  
Yoshinobu Takino
Keyword(s):  
Michael Reaction ◽  
Enantioselective Synthesis ◽  
Naturally Occurring

Studies toward the total synthesis of naturally occurring pyranonaphthoquinones from Ventilago harmandiana

2012 ◽  
Vol 84 (6) ◽  
pp. 1435-1443 ◽  
Author(s):  
Sopanat Kongsriprapan ◽  
Chutima Kuhakarn ◽  
Pramchai Deelertpaiboon ◽  
Kanda Panthong ◽  
Patoomratana Tuchinda ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Gallic Acid ◽  
Lithium Chloride ◽  
Aromatic Compounds ◽  
Catalytic Amount ◽  
Enantioselective Synthesis ◽  
Synthetic Route ◽  
Endemic Plant ◽  
Naturally Occurring ◽  
Trimethyl Aluminum

The enantioselective synthesis of a naturally occurring pyranonaphthoquinone isolated from a Thai endemic plant, Ventilago harmandiana, has been achieved. L-Rhamnose and gallic acid were used as the starting materials. A new C-1-glycosidation of L-rhamnal with trimethyl aluminum in the presence of a catalytic amount of ytterbium(III) triflate was developed. A new reagent, PhSCF2H/SnCl4, for the formylation of partially deactivated and hindered aromatic compounds has been introduced. Phenylthiophthalide was used efficiently as a cycloannulating agent in the Hauser cycloannulation reaction, employing slightly excess lithium t-butoxide as a base with a catalytic amount of lithium chloride. The synthetic route developed is applicable for the synthesis of other analogues with substituents at the aromatic and pyran rings.

Enantioselective Bromocyclization of Allylic Amides Mediated by Phosphorus Catalysis

Synlett ◽  
2018 ◽  
Vol 29 (10) ◽  
pp. 1257-1271 ◽  
Author(s):  
Yoshitaka Hamashima ◽  
Yuji Kawato
Keyword(s):  
Recent Progress ◽  
Building Blocks ◽  
Enantioselective Synthesis ◽  
Fine Tuning ◽  
Hiv Protease ◽  
Naturally Occurring ◽  
Molecular Complexity ◽  
Tuning Element ◽  
Remarkable Progress ◽  
Comprehensive Study

Halocyclization of alkenes is commonly employed to increase molecular complexity during organic synthesis because it enables double installation of heteroatoms on a carbon–carbon double bond. Moreover, stereodefined halogenated compounds are widely found among naturally occurring compounds and can serve as versatile chiral building blocks. Therefore, the development of asymmetric halocyclization reactions is of great interest and, in recent years, there has been remarkable progress in catalytic asymmetric halogenation reactions. This account summarizes recent progress made by our group on phosphorus-­catalyzed enantioselective bromocyclization of allylic amides. Building on a comprehensive study of the reaction mechanism, we discovered an intriguing catalytic reaction in which P+Br species serves as a fine-tuning element for substrate fixation. We also describe the application of this bromocyclization to asymmetric desymmetrization of 1,4-diene substrates and a concise synthesis of the HIV-protease inhibitor ­nelfinavir using the newly developed desymmetrization reaction as a key step.1 Introduction2 Enantioselective Bromocyclization of Allylic Amides with a BINAP Catalyst2.1 Bromocyclization with a P/P Catalyst2.2 Bromocyclization with a P/P=O Catalyst3 Desymmetrization of Bisallylic Amides through Enantioselective Bromocyclization3.1 Desymmetrization of Bisallylic Amides3.2 Enantioselective Synthesis of Nelfinavir4 Summary

ChemInform Abstract: Catalytic Enantioselective Synthesis of Naturally Occurring Butenolides via hetero-Allylic Alkylation and Ring Closing Metathesis.

ChemInform ◽  
2011 ◽  
Vol 42 (23) ◽  
pp. no-no
Author(s):  
Bin Mao ◽  
Koen Geurts ◽  
Martin Fananas-Mastral ◽  
Anthoni W. van Zijl ◽  
Stephen P. Fletcher ◽  
...  
Keyword(s):  
Enantioselective Synthesis ◽  
Allylic Alkylation ◽  
Ring Closing Metathesis ◽  
Naturally Occurring
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