ChemInform Abstract: A Methodology for the Synthesis of Cyclopentanoid Natural Products Containing Two Vicinal Quaternary Carbon Atoms

ChemInform ◽  
2010 ◽  
Vol 26 (25) ◽  
pp. no-no
Author(s):  
A. SRIKRISHNA ◽  
K. KRISHNAN ◽  
S. NAGARAJU
Keyword(s):  
Natural Products ◽  
Quaternary Carbon

scholarly journals Rhodium-catalyzed intermolecular enantioselective Alder–ene type reaction of cyclopentenes with silylacetylenes

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Dongquan Zhang ◽  
Miaomiao Li ◽  
Jiajia Li ◽  
Aijun Lin ◽  
Hequan Yao
Keyword(s):  
Natural Products ◽  
Quaternary Carbon ◽  
Type Reaction ◽  
Economic Method ◽  
Migratory Insertion ◽  
Tertiary Carbon ◽  
High Yields

AbstractThe Alder–ene type reaction between alkenes and alkynes provides an efficient and atom-economic method for the construction of C-C bond, which has been widely employed in the synthesis of natural products and other functional molecules. The intramolecular enantioselective Alder-ene cycloisomerization reactions of 1,n-enynes have been extensively investigated. However, the intermolecular asymmetric version has not been reported, and remains a challenging task. Herein, we describe a rhodium-catalyzed intermolecular enantioselective Alder-ene type reaction of cyclopentenes with silylacetylenes. A variety of chiral (E)-vinylsilane tethered cyclopentenes bearing one quaternary carbon and one tertiary carbon stereocenters are achieved in high yields and enantioselectivities. The reaction undergoes carbonyl-directed migratory insertion, β-H elimination and desymmetrization of prochiral cyclopentenes processes.

scholarly journals Synthetic Strategies toward Natural Products Containing Contiguous Stereogenic Quaternary Carbon Atoms

2016 ◽  
Vol 55 (13) ◽  
pp. 4156-4186 ◽  
Author(s):  
Martin Büschleb ◽  
Stéphane Dorich ◽  
Stephen Hanessian ◽  
Daniel Tao ◽  
Kyle B. Schenthal ◽  
...  
Keyword(s):  
Natural Products ◽  
Quaternary Carbon

ChemInform Abstract: Synthetic Strategies Toward Natural Products Containing Contiguous Stereogenic Quaternary Carbon Atoms

ChemInform ◽  
2016 ◽  
Vol 47 (19) ◽  
Author(s):  
Martin Bueschleb ◽  
Stephane Dorich ◽  
Stephen Hanessian ◽  
Daniel Tao ◽  
Kyle B. Schenthal ◽  
...  
Keyword(s):  
Natural Products ◽  
Quaternary Carbon
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