scholarly journals Divergent and Selective Functionalization of 2-Formylpyrrole and its Application in the Total Synthesis of the Aglycone Alkaloid Pyrrolemarumine

2017 ◽  
Vol 60 (1) ◽  
Author(s):  
Eder I. Martínez-Mora ◽  
Miguel A. Caracas ◽  
Carlos H. Escalante ◽  
Damian A. Madrigal ◽  
Héctor Quiroz-Florentino ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Step Process ◽  
Selective Functionalization ◽  
Substituted Pyrroles ◽  
Regioselective Functionalization

Diverse 1,2- and 1,2,5-substituted pyrroles were efficiently prepared through a regioselective functionalization of 2-formylpyr-role (<strong>5a</strong>). This methodology was applied for the first total synthesis of pyrrolemarumine (<strong>4b</strong>), the aglycone of the corresponding natural pyr-role alkaloid 4”-O-a-L-rhamnopyranoside. The synthesis of <strong>4b</strong> was achieved starting from 5a through a seven-step process in 28% over-all yield.

scholarly journals Classic highlights in porphyrin and porphyrinoid total synthesis and biosynthesis

2021 ◽  
Author(s):  
Mathias O. Senge ◽  
Natalia N. Sergeeva ◽  
Karl J. Hale
Keyword(s):  
Total Synthesis ◽  
Porphyrin Ring ◽  
Selective Functionalization ◽  
Porphyrin Synthesis

The development of porphyrin synthesis is illustrated, using classic and modern-day examples, which attempt to provide insights, including mechanistic ones, into the most used methods for porphyrin ring-construction and selective functionalization.

scholarly journals Total Synthesis of Ellagitannins via Sequential Site-Selective Functionalization of Unprotected D-Glucose

2017 ◽  
Vol 65 (1) ◽  
pp. 25-32 ◽  
Author(s):  
Hironori Takeuchi ◽  
Yoshihiro Ueda ◽  
Takumi Furuta ◽  
Takeo Kawabata
Keyword(s):  
Total Synthesis ◽  
Selective Functionalization ◽  
Site Selective

Total synthesis of indole and dihydroindole alkaloids. XII. Selective functionalization of various bisindoles. Efficient syntheses of leurosine and related bisindole alkaloid derivatives

1978 ◽  
Vol 56 (1) ◽  
pp. 62-70 ◽  
Author(s):  
James P. Kutney ◽  
John Balsevich ◽  
Gordon H. Bokelman ◽  
Toshihiko Hibino ◽  
Toshio Honda ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Osmium Tetroxide ◽  
Mercuric Acetate ◽  
Efficient Procedure ◽  
Butyl Hydroperoxide ◽  
Tert Butyl ◽  
Selective Functionalization ◽  
Tert Butyl Hydroperoxide ◽  
Acidic Conditions ◽  
Synthetic Derivatives

Studies involving selective functionalization of the indole unit in a number of bisindole alkaloids and related synthetic derivatives are described. These investigations include such reagents as tert-butyl hydroperoxide, which provides an efficient procedure for epoxidation of olefinic linkages, mercuric acetate, osmium tetroxide, and iodine under basic conditions and oxygenation under acidic conditions. Efficient syntheses of leurosine (8) and various novel vinblastine derivatives are developed.

Concise Diverted Total Synthesis of Amphidinolide T1 and T4 from a (12E)-Cycloalkene by Selective Functionalization of the C12-C13 Double Bond

Synlett ◽  
2011 ◽  
Vol 2011 (20) ◽  
pp. 3036-3040
Author(s):  
Wei-Min Dai ◽  
Lijie Sun ◽  
Dongdong Wu ◽  
Jinlong Wu
Keyword(s):  
Double Bond ◽  
Total Synthesis ◽  
Selective Functionalization

scholarly journals Catalytic, Regioselective Sulfonylation of Carbohydrates with Dibutyltin Oxide under Solvent-Free Conditions

Catalysts ◽  
2021 ◽  
Vol 11 (2) ◽  
pp. 202
Author(s):  
Serena Traboni ◽  
Emiliano Bedini ◽  
Alfredo Landolfi ◽  
Giulia Vessella ◽  
Alfonso Iadonisi
Keyword(s):  
Reaction Times ◽  
Simple Approach ◽  
Solvent Free ◽  
Tosyl Chloride ◽  
Selective Functionalization ◽  
Solvent Free Conditions ◽  
Leaving Group ◽  
Tosyl Group ◽  
Regioselective Functionalization

A simple approach was developed for the solvent-free regioselective functionalization of carbohydrate polyols with 4-toluesulfonyl (tosyl) group, allowing the easy and quick activation of a saccharide site with a tosylate leaving group. The method is based on the use of catalytic dibutyltin oxide and tetrabuylammonium bromide (TBAB), and a moderate excess of N,N-diisopropylethyl amine (DIPEA) and tosyl chloride (TsCl), leading to the selective functionalization at 75 °C of a secondary equatorial hydroxy function flanked by an axial one in a pyranoside. The procedure is endowed with several advantages, such as the use of cheap reagents, experimental simplicity, and the need for reduced reaction times in comparison with other known approaches.

Mechanisms of ethylene biosynthesis and response in plants

2015 ◽  
Vol 58 ◽  
pp. 61-70 ◽  
Author(s):  
Paul B. Larsen
Keyword(s):  
Plant Growth ◽  
Growth And Development ◽  
Ethylene Biosynthesis ◽  
Unsaturated Hydrocarbon ◽  
Flower Senescence ◽  
Detailed Knowledge ◽  
Plant Growth And Development ◽  
Step Process ◽  
Ethylene Response ◽  
Ethylene Signalling

Ethylene is the simplest unsaturated hydrocarbon, yet it has profound effects on plant growth and development, including many agriculturally important phenomena. Analysis of the mechanisms underlying ethylene biosynthesis and signalling have resulted in the elucidation of multistep mechanisms which at first glance appear simple, but in fact represent several levels of control to tightly regulate the level of production and response. Ethylene biosynthesis represents a two-step process that is regulated at both the transcriptional and post-translational levels, thus enabling plants to control the amount of ethylene produced with regard to promotion of responses such as climacteric flower senescence and fruit ripening. Ethylene production subsequently results in activation of the ethylene response, as ethylene accumulation will trigger the ethylene signalling pathway to activate ethylene-dependent transcription for promotion of the response and for resetting the pathway. A more detailed knowledge of the mechanisms underlying biosynthesis and the ethylene response will ultimately enable new approaches to be developed for control of the initiation and progression of ethylene-dependent developmental processes, many of which are of horticultural significance.

Making Repeated Choices: A Dual-Step Process

2008 ◽  
Author(s):  
Shenghua Luan ◽  
Shuli Yu
Keyword(s):  
Step Process
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