Total Synthesis of (+/-)-Diospongin A via Prins Reaction.

ChemInform ◽  
2007 ◽  
Vol 38 (47) ◽  
Author(s):  
Marie-Aude Hiebel ◽  
Beatrice Pelotier ◽  
Olivier Piva
Keyword(s):  
Total Synthesis ◽  
Prins Reaction

Stereoselective synthesis of O-tosyl azabicyclic derivatives via aza Prins reaction of endocyclic N-acyliminium ions: application to the total synthesis of (±)-epi-indolizidine 167B and 209D

2014 ◽  
Vol 12 (36) ◽  
pp. 7026-7035 ◽  
Author(s):  
Anil K. Saikia ◽  
Kiran Indukuri ◽  
Jagadish Das
Keyword(s):  
Total Synthesis ◽  
Stereoselective Synthesis ◽  
Cyclization Reaction ◽  
Diastereoselective Synthesis ◽  
Prins Reaction ◽  
Prins Cyclization ◽  
Acyliminium Ions

A diastereoselective synthesis of 4-O-tosyl piperidine containing azabicyclic derivatives has been established via Prins cyclization reaction. This protocol has been applied for the total synthesis of (±)-epi-indolizidine 167B and 209D.

Total synthesis of (+/−)-diospongin A via Prins reaction

Tetrahedron ◽  
2007 ◽  
Vol 63 (33) ◽  
pp. 7874-7878 ◽  
Author(s):  
Marie-Aude Hiebel ◽  
Béatrice Pelotier ◽  
Olivier Piva
Keyword(s):  
Total Synthesis ◽  
Prins Reaction

Total Synthesis of Leucascandrolide A (I): A New Application of the Mukaiyama Aldol—Prins Reaction.

ChemInform ◽  
2007 ◽  
Vol 38 (48) ◽  
Author(s):  
Lori J. Van Orden ◽  
Brian D. Patterson ◽  
Scott D. Rychnovsky
Keyword(s):  
Total Synthesis ◽  
Prins Reaction ◽  
Leucascandrolide A ◽  
Mukaiyama Aldol

scholarly journals Tandem Allylboration-Prins Reaction for the Rapid Construction of Substituted Tetrahydropyrans: Application to the Total Synthesis of (−)-Clavosolide A

2016 ◽  
Vol 128 (7) ◽  
pp. 2544-2548 ◽  
Author(s):  
Alba Millán ◽  
James R. Smith ◽  
Jack L.-Y. Chen ◽  
Varinder K. Aggarwal
Keyword(s):  
Total Synthesis ◽  
Prins Reaction ◽  
Rapid Construction

Stereoselective total synthesis of (+)-strictifolione and (6R)-6-[(4R,6R)-4,6-dihydroxy-10-phenyldec-1-enyl]-5,6-dihydro-2H-pyran-2-one by Prins reaction and olefin cross-metathesis

2009 ◽  
Vol 20 (2) ◽  
pp. 184-191 ◽  
Author(s):  
Gowravaram Sabitha ◽  
Narjis Fatima ◽  
Peddabuddi Gopal ◽  
C. Nagendra Reddy ◽  
Jhillu S. Yadav
Keyword(s):  
Total Synthesis ◽  
Prins Reaction ◽  
Cross Metathesis

scholarly journals Prins cyclization-mediated stereoselective synthesis of tetrahydropyrans and dihydropyrans: an inspection of twenty years

2021 ◽  
Vol 17 ◽  
pp. 932-963
Author(s):  
Asha Budakoti ◽  
Pradip Kumar Mondal ◽  
Prachi Verma ◽  
Jagadish Khamrai
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Stereoselective Synthesis ◽  
Building Blocks ◽  
Active Pharmaceutical Ingredients ◽  
Prins Reaction ◽  
Prins Cyclization ◽  
Pharmaceutical Ingredients ◽  
New Strategies ◽  
Made In

Functionalized tetrahydropyran (THP) rings are important building blocks and ubiquitous scaffolds in many natural products and active pharmaceutical ingredients (API). Among various established methods, the Prins reaction has emerged as a powerful technique in the stereoselective synthesis of the tetrahydropyran skeleton with various substituents, and the strategy has further been successfully applied in the total synthesis of bioactive macrocycles and related natural products. In this context, hundreds of valuable contributions have already been made in this area, and the present review is intended to provide the systematic assortment of diverse Prins cyclization strategies, covering the literature reports of the last twenty years (from 2000 to 2019), with an aim to give an overview on exciting advancements in this area and designing new strategies for the total synthesis of related natural products.

scholarly journals Total Synthesis of Leucascandrolide A:  A New Application of the Mukaiyama Aldol−Prins Reaction

2007 ◽  
Vol 72 (15) ◽  
pp. 5784-5793 ◽  
Author(s):  
Lori J. Van Orden ◽  
Brian D. Patterson ◽  
Scott D. Rychnovsky
Keyword(s):  
Total Synthesis ◽  
Prins Reaction ◽  
Leucascandrolide A ◽  
Mukaiyama Aldol
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