Stereoselective synthesis of octahydrocyclohepta[c]pyran-6(1H)-one scaffolds through a Prins/alkynylation/hydration sequence

2015 ◽  
Vol 13 (40) ◽  
pp. 10212-10215 ◽  
Author(s):  
A. Venkateswarlu ◽  
M. Kanakaraju ◽  
Ajit C. Kunwar ◽  
B. V. Subba Reddy

Aldehydes undergo a smooth coupling with (E/Z)-non-3-en-8-yn-1-ol in the presence of 10 mol% of CuX and BF3·OEt2 under mild conditions to produce a novel class of octahydrocyclohepta[c]pyran-6(1H)-one derivatives in good yields with excellent diastereoselectivity.

2017 ◽  
Vol 53 (16) ◽  
pp. 2427-2430 ◽  
Author(s):  
Xue Zhang ◽  
Xin Wang ◽  
Yuelei Gao ◽  
Xianxiu Xu

An Ag-catalyzed formal [3+2]-cycloaddition of α-trifluoromethylated methyl isocyanides with polar double bonds has been developed for the expeditious synthesis of trifluoromethylated oxazolines, imidazolines and pyrrolines under mild conditions.


ChemInform ◽  
2013 ◽  
Vol 44 (20) ◽  
pp. no-no
Author(s):  
Juliano C. R. Freitas ◽  
Tulio R. Couto ◽  
Antonio A. S. Paulino ◽  
Joao R. de Freitas Filho ◽  
Ivani Malvestiti ◽  
...  

1999 ◽  
Vol 23 (5) ◽  
pp. 342-343
Author(s):  
Hongyun Guo ◽  
Yongmin Zhang

α-Phenylsulfonylcinnamonitriles are readily reduced by Sml2/THF/MeOH to give the corresponding ( E)-cinnamonitriles in good yields under mild conditions.


Tetrahedron ◽  
2012 ◽  
Vol 68 (41) ◽  
pp. 8645-8654 ◽  
Author(s):  
Juliano C.R. Freitas ◽  
Túlio R. Couto ◽  
Antônio A.S. Paulino ◽  
João R. de Freitas Filho ◽  
Ivani Malvestiti ◽  
...  

2021 ◽  
Author(s):  
Ren-Yin Yang ◽  
Bo Xu

A widely applicable approach for synthesizing Z-monofluoroalkenes from readily available alkyl triflones and NFSI has been reported. The reaction proceeded under mild conditions, affording mono-fluorinated alkenes in good to excellent...


2015 ◽  
Vol 13 (9) ◽  
pp. 2669-2672 ◽  
Author(s):  
B. V. Subba Reddy ◽  
A. Venkateswarlu ◽  
B. Sridevi ◽  
Kanakaraju Marumudi ◽  
A. C. Kunwar ◽  
...  

E- and Z-9-Methyldeca-3,8-dien-1-ols undergo smooth cyclization with aldehydes in the presence of 20 mol% AgSbF6 under extremely mild conditions to generate the corresponding oxa-bicycles in good yields with excellent selectivity.


Synlett ◽  
2020 ◽  
Vol 31 (11) ◽  
pp. 1087-1093 ◽  
Author(s):  
Jianbo Zhang ◽  
Youxian Dong ◽  
Madina Yuma ◽  
Yuling Mei ◽  
Nan Jiang ◽  
...  

An efficient glycosylation method to synthesize 2-deoxy-O-galactosides based on a Cu(II)-catalyzed reaction without additional ligand has been developed. The glycosylation was amenable to different protected glycal donors and a wide range of acceptors including alcohols, amino acids, sugars, and phenol, and proceeds with excellent yield and high α-selectivity under mild conditions. The reaction proceeds readily on a gram scale, and its versatility is exemplified in the synthesis of oligosaccharides.


Tetrahedron ◽  
2012 ◽  
Vol 68 (51) ◽  
pp. 10611-10620 ◽  
Author(s):  
Juliano C.R. Freitas ◽  
Túlio R. Couto ◽  
Antônio A.S. Paulino ◽  
João R. de Freitas Filho ◽  
Ivani Malvestiti ◽  
...  

2015 ◽  
Vol 2 (5) ◽  
pp. 492-496 ◽  
Author(s):  
Pierre Quinodoz ◽  
Cheikh Lo ◽  
Mikhail Kletskii ◽  
Oleg Burov ◽  
Jérôme Marrot ◽  
...  

Unreported α-hydroxy-β-azido tetrazoles are prepared in a single step and mild conditions from readily available epoxy nitriles.


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