A Self-Immolative Strategy for 1,2-Elimination of Homallyl Sulfones to 1,3-Dienes

Synthesis of [Ethylene-1-(η5-4,5,6,7-tetrahydro-1-indenyl)-2- (η5-4‘,5‘,6‘,7‘-tetrahydro-2‘-indenyl)]titanium Dichloride, the Elusive Isomer of the Brintzinger-Typeansa-Titanocenes

“…Treatment of homoallylic- or homobenzylic-positioned phenylsulfonyl groups with KO t -Bu in THF generally is sufficient to effect elimination of phenylsulfinate. 18b, However, the base-mediated elimination of tertiary cyclopentyl phenyl sulfones is particularly capricious , entry 1) failed to adequately effect the desired elimination.…”

“…18b,20 However, the base-mediated elimination of tertiary cyclopentyl phenyl sulfones is particularly capricious. 21 Indeed, treatment of sulfone 6 with KOt-Bu (Table 1, entry 1) failed to adequately effect the desired elimination. Treatment with KDA (entry 2) provided a modest yield of the elimination product as a mixture (ca.…”