Retro Diels–Alder reaction under mild conditions: experimental and theoretical studies

2006 ◽  
Vol 4 (10) ◽  
pp. 1854-1856 ◽  
Author(s):  
Sambasivarao Kotha ◽  
Shaibal Banerjee ◽  
Mahendra P. Patil ◽  
Raghavan B. Sunoj
2002 ◽  
Vol 124 (18) ◽  
pp. 5091-5099 ◽  
Author(s):  
David Birney ◽  
Tang Kuan Lim ◽  
Joanne H. P. Koh ◽  
Brett R. Pool ◽  
Jonathan M. White

2011 ◽  
Vol 13 (19) ◽  
pp. 5116-5119 ◽  
Author(s):  
Raul Pérez-Ruiz ◽  
Luis R. Domingo ◽  
M. Consuelo Jiménez ◽  
Miguel A. Miranda

2004 ◽  
Vol 53 (1) ◽  
pp. 51-54 ◽  
Author(s):  
V. D. Kiselev ◽  
E. A. Kashaeva ◽  
L. N. Potapova ◽  
G. G. Iskhakova

Materials ◽  
2021 ◽  
Vol 14 (6) ◽  
pp. 1342
Author(s):  
Bartosz Jędrzejewski ◽  
Mateusz Musiejuk ◽  
Justyna Doroszuk ◽  
Dariusz Witt

The simple, convenient, and efficient methods for the preparation of unsymmetrical vinyl disulfides with additional functional groups under mild conditions with moderate to high yields were designed. The developed methods include the reaction of S-vinyl phosphorodithioate with thiotosylates or S-vinyl thiotosylate with thiols. The designed methods allow for the synthesis of unsymmetrical vinyl disulfides with additional functionalities such as hydroxy, carboxy, protected amino, or ester groups. Vinyl disulfides reacted with the generated transient o-iminothioquinones in an inverse electron-demand [4+2] cycloaddition to produce benzo[b][1,4]thiazine derivatives.


2020 ◽  
Author(s):  
Isuru Dissanayake ◽  
Jacob Hart ◽  
Emma Becroft ◽  
Christopher Sumby ◽  
Christopher Newton

<div> <div> <div> <p>2,5-Bis(<i>tert</i>-butyldimethylsilyloxy)furans are established as masked vicinal bisketenes for application as dienes in the Diels–Alder reaction. Cycloaddition with olefinic dienophiles, under exceptionally mild conditions, enables convergent access to highly substituted <i>para</i>-hydroquinones in unprotected form via a one-pot Diels–Alder/ring-opening/tautomerization sequence. The synthesis of <i>para</i>-benzoquinones from acetylenic dienophiles, including benzynes, is also demonstrated, and 2,5-bis(<i>tert</i>-butyldimethylsilyloxy)pyrroles are established as competent dienes for the synthesis of <i>para</i>-iminoquinones. Application in natural product synthesis enables gram-scale access to the neuroprotective agent (±)-indanostatin. </p> </div> </div> </div>


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