New strategies for annulations: a highly convergent and stereoselective synthesis of an octahydronaphthalene synthon for dihydrocompactin

1988 ◽  
Vol 110 (23) ◽  
pp. 7916-7917 ◽  
Author(s):  
J. P. Marino ◽  
Jeffrey K. Long
Keyword(s):  
Stereoselective Synthesis ◽  
New Strategies

ChemInform Abstract: 1994 Merck Frosst Award Lecture. New Strategies for the Stereoselective Synthesis of Natural and Unnatural Products via Organometallic Reagents and Catalysts

ChemInform ◽  
2010 ◽  
Vol 27 (13) ◽  
pp. no-no
Author(s):  
M. LAUTENS ◽  
Y. REN ◽  
P. DELANGHE ◽  
P. CHIU ◽  
S. MA ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
Organometallic Reagents ◽  
Unnatural Products ◽  
New Strategies

1994 Merck Frosst Award Lecture New strategies for the stereoselective synthesis of natural and unnatural products via organometallic reagents and catalysts

1995 ◽  
Vol 73 (8) ◽  
pp. 1251-1257 ◽  
Author(s):  
Mark Lautens ◽  
Yi Ren ◽  
Patrick Delanghe ◽  
Pauline Chiu ◽  
Shihong Ma ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Palladium Catalyst ◽  
Stereoselective Synthesis ◽  
Nickel Catalysts ◽  
X Ray Diffraction ◽  
Organometallic Reagents ◽  
Intramolecular Cycloaddition ◽  
X Ray ◽  
Acid Lactone ◽  
New Strategies

Samarium in the presence of diiodomethane selectively cyclopropanates an allenic alcohol to yield a methylenecyclopropane with modest to excellent diastereoselectivity. The effect of substituents at the carbinol carbon and the allenic carbon on the diastereoselectivity was investigated. A palladium catalyst was shown to promote the intramolecular cycloaddition of the methylenecyclopropane with an electron-deficient alkyne to yield a methylenecyclopentane. The reaction was stereospecific with retention of stereochemistry as proven by X-ray diffraction. Nickel catalysts accelerate the hydroalumination of oxabicyclo[3.2.1]alkenes, leading to bicyclic trialkylalanes. Upon treatment with a Lewis acid (diisobutylaluminum chloride), the trialkylalanes fragment to provide cycloheptenols. This reaction, followed by an enantioselective enzyme-catalyzed esterification, was used as a key step in a synthesis of the mevinic acid lactone. Keywords: methylenecyclopropane, palladium, stereocontrol, oxabicyclic, nickel.

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.

CDC Pushing New Strategies for Flu Vaccination

2006 ◽  
Vol 40 (11) ◽  
pp. 12
Author(s):  
HEIDI SPLETE
Keyword(s):  
Flu Vaccination ◽  
New Strategies

Catalytic Stereoselective Synthesis of α-Amino Phosphonic Acid Derivatives by Asymmetric Hydrogenation

1996 ◽  
Vol 24 (4) ◽  
pp. 777-781 ◽  
Author(s):  
Ute Schmidt ◽  
Günther Oehme ◽  
Hanswalter Krause
Keyword(s):  
Phosphonic Acid ◽  
Stereoselective Synthesis ◽  
Asymmetric Hydrogenation

Developing New Strategies for the Study of Intergroup Conflict

1970 ◽  
Author(s):  
Sheldon G. Levy
Keyword(s):  
Intergroup Conflict ◽  
New Strategies
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