Zr-Catalyzed Kinetic Resolution of Aliphatic Cyclic Allylic Ethers. Carbocycles to Heterocycles by Ru- and Mo-Catalyzed Ring-Opening and Ring-Closing Metathesis

1999 ◽  
Vol 64 (26) ◽  
pp. 9690-9696 ◽  
Author(s):  
Jeffrey A. Adams ◽  
J. Gair Ford ◽  
Paul J. Stamatos ◽  
Amir H. Hoveyda
Keyword(s):  
Ring Opening ◽  
Kinetic Resolution ◽  
Ring Closing Metathesis ◽  
Allylic Ethers

scholarly journals Bidirectional cross metathesis and ring-closing metathesis/ring opening of a C 2-symmetric building block: a strategy for the synthesis of decanolide natural products

2013 ◽  
Vol 9 ◽  
pp. 2544-2555 ◽  
Author(s):  
Bernd Schmidt ◽  
Oliver Kunz
Keyword(s):  
Building Block ◽  
Ring Opening ◽  
Kinetic Resolution ◽  
Membered Ring ◽  
Ring Closure ◽  
Ring Closing Metathesis ◽  
Cross Metathesis ◽  
Key Steps ◽  
A Site ◽  
Site Selective

Starting from the conveniently available ex-chiral pool building block (R,R)-hexa-1,5-diene-3,4-diol, the ten-membered ring lactones stagonolide E and curvulide A were synthesized using a bidirectional olefin-metathesis functionalization of the terminal double bonds. Key steps are (i) a site-selective cross metathesis, (ii) a highly diastereoselective extended tethered RCM to furnish a (Z,E)-configured dienyl carboxylic acid and (iii) a Ru–lipase-catalyzed dynamic kinetic resolution to establish the desired configuration at C9. Ring closure was accomplished by macrolactonization. Curvulide A was synthesized from stagonolide E through Sharpless epoxidation.

One-Pot Tandem Ring-Opening and Ring-Closing Metathesis Polymerization of Disubstituted Cyclopentenes Featuring a Terminal Alkyne Functionality

2020 ◽  
Vol 53 (11) ◽  
pp. 4330-4337
Author(s):  
Santhosh Kumar Podiyanachari ◽  
Salvador Moncho ◽  
Edward N. Brothers ◽  
Saeed Al-Meer ◽  
Mohammed Al-Hashimi ◽  
...  
Keyword(s):  
Ring Opening ◽  
Terminal Alkyne ◽  
Ring Closing Metathesis ◽  
One Pot ◽  
Metathesis Polymerization

Kinetic Resolution of Planar-Chiral (η5-Bromocyclopentadienyl)manganese(I) Complexes by Molybdenum-Catalyzed Asymmetric Ring-Closing Metathesis

2017 ◽  
Vol 36 (7) ◽  
pp. 1430-1435 ◽  
Author(s):  
Masamichi Ogasawara ◽  
Ya-Yi Tseng ◽  
Qiang Liu ◽  
Ninghui Chang ◽  
Xicheng Yang ◽  
...  
Keyword(s):  
Kinetic Resolution ◽  
Ring Closing Metathesis

Catalytic Asymmetric Transformations of Racemic Aziridines

Synthesis ◽  
2020 ◽  
Vol 52 (12) ◽  
pp. 1738-1750 ◽  
Author(s):  
Zhuo Chai
Keyword(s):  
Ring Opening ◽  
Kinetic Resolution ◽  
Short Review ◽  
Asymmetric Transformations ◽  
Parallel Kinetic Resolution ◽  
Donor Acceptor ◽  
Molecular Architectures ◽  
Catalytic Asymmetric ◽  
Asymmetric Transformation ◽  
Asymmetric Ring Opening

The catalytic asymmetric ring-opening transformations of aziridines represent an important strategy for the construction of various chiral nitrogen-containing molecular architectures. This short review covers the progress achieved in the catalytic asymmetric transformation of racemic aziridines, focusing on the catalytic strategies employed for each different type of such aziridines.1 Introduction2 Reaction of Racemic 2-Vinylaziridines3 Reaction of Racemic 2-Alkylaziridines3.1 Regiodivergent Parallel Kinetic Resolution3.2 Kinetic Resolution4 Reaction of Racemic 2-(Hetero)arylaziridines4.1 Kinetic Resolution4.2 Enantioconvergent Transformation5 Reaction of Racemic Donor–Acceptor-Type Aziridines6 Conclusion and Outlook

Synthesis of a C(22)−C(34) Halichondrin B Precursor via Ring Opening−Double Ring Closing Metathesis

1998 ◽  
Vol 63 (24) ◽  
pp. 8626-8627 ◽  
Author(s):  
Steven D. Burke ◽  
Kevin J. Quinn ◽  
Victor J. Chen
Keyword(s):  
Ring Opening ◽  
Ring Closing Metathesis ◽  
Halichondrin B ◽  
Double Ring
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