Selective Formation of a Z-Trisubstituted Double Bond Using a 1-(tert-Butyl)tetrazolyl Sulfone

2014 ◽  
Vol 79 (21) ◽  
pp. 10648-10654 ◽  
Author(s):  
Adriana Lorente ◽  
Fernando Albericio ◽  
Mercedes Álvarez
2018 ◽  
Vol 14 ◽  
pp. 1103-1111 ◽  
Author(s):  
Laure Peilleron ◽  
Tatyana D Grayfer ◽  
Joëlle Dubois ◽  
Robert H Dodd ◽  
Kevin Cariou

Five different halofunctionalizations of acyclic monoterpenoids were performed using a combination of a hypervalent iodine(III) reagent and a halide salt. In this manner, the dibromination, the bromo(trifluoro)acetoxylation, the bromohydroxylation, the iodo(trifluoro)acetoxylation or the ene-type chlorination of the distal trisubstituted double bond occurred with excellent selectivity and moderate to good yields.


RSC Advances ◽  
2020 ◽  
Vol 10 (56) ◽  
pp. 33706-33717
Author(s):  
Andrea Temperini ◽  
Marco Ballarotto ◽  
Carlo Siciliano

The carbon–carbon double bond of arylidene acetones and chalcones can be selectively reduced with benzeneselenol generated in situ by reacting O-(tert-butyl) Se-phenyl selenocarbonate with hydrochloric acid in ethanol.


1977 ◽  
Vol 99 (19) ◽  
pp. 6332-6340 ◽  
Author(s):  
David R. Anderson ◽  
Joseph S. Keute ◽  
Tad H. Koch ◽  
Robert H. Moseley

1984 ◽  
Vol 62 (11) ◽  
pp. 2385-2390 ◽  
Author(s):  
A. Kharrat ◽  
C. Gardrat ◽  
B. Maillard

The thermolysis of tert-butyl perpent-4-enoate 1 in THF led to several compounds; the main product, 5-(2-tetrahydrofuryl)-4-pentanolide (yield 42%) comes from an induced decomposition of the perester occurring with the addition of 2-tetrahydrofuryl radical to the double bond. A similar reaction was performed at a lower temperature, using butyl perdicarbonate as initiator, but did not define the mechanism (concerted or two-step). The thermolysis of 1 in ethers (THP, oxepane, 1,4-dioxane, dipropyl ether) appears to be a useful synthetic tool: several new γ-lactones have been obtained in this way.


Synlett ◽  
2008 ◽  
Vol 2008 (11) ◽  
pp. 1737-1741 ◽  
Author(s):  
Wei-Min Dai ◽  
Jinlong Wu ◽  
Yile Chen ◽  
Jian Jin ◽  
Jianshu Lou ◽  
...  

1977 ◽  
Vol 8 (35) ◽  
pp. no-no
Author(s):  
A. A. SCHEGOLEV ◽  
W. A. SMIT ◽  
S. A. KHURSHUDYAN ◽  
V. A. CHERTKOV ◽  
V. F. KUCHEROV

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