6-Bromo-1,1,4,4-tetramethyl-1,2,3,4-tetrahydronaphthalene → (Z)-4-[2-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-2-(trimethylsilyl)vinyl]benzyl Alcohol

Participants

Reaction Steps

Following General Procedure A, 4-[(trimethylsilyl)ethynyl]benzyl tert-butyldiphenylsilyl ether (Compound 2, 0.89 g, 2.0 mmol) and 2-bromo-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene (0.60 g, 2.25 mmol) were coupled to give the title compound. 2-bromo-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene can be prepared in accordance with the procedure set forth in J. Med. Chem. 34:2930-41 (1994). The pentamethyl derivative thereof can be prepared in accordance with the same procedure.

Provenance & Evidence