A Diels–Alder approach to biaryls (DAB): synthesis of the western portion of TMC-95
BO Ashburn, LK Rathbone, EH Camp, RG Carter
Index: Ashburn, Bradley O.; Rathbone, Lauren K.; Camp, Elizabeth H.; Carter, Rich G. Tetrahedron, 2008 , vol. 64, # 5 p. 856 - 865
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Citation Number: 16
Abstract
The rapid synthesis of the western biaryl portion of TMC-95 is disclosed via the use of a Diels–Alder reaction with o-nitrostyrene derivative and 1-silyloxy diene with excellent regiochemical control. Subsequent sequential substitutions of a p-iodo-phenol derivative followed by an o-bromo-nitrobenzene intermediate are employed to incorporate the western carbon framework of TMC-95.
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