Table 2.

Preliminary Substrate Scope of the Alkenylation^a

^aTypically, starting silyl enol ethers were mixtures of isomers; see SI for details. 1 equiv of silyl enol ether, 1.5 equiv of alkyne, 10 mol% of InBr₃, (CH₂Cl)₂ (1 M in enoxysilane), 65 °C, ca. 24 h; rr ≥ 10:1 (except 15, rr 9:1; 24, rr 7:1). Siloxydienes (except 13, 14, and 24) contained ca. 5 mol% of inseparable allenes.

^bHeated to 50 °C.

^cHeated to 80 °C.

^d5 mol% of InBr₃.

^eNeat. ^f5 M in silyl enol ether.

^gHeated for ca. 72 h.

^hHeated for ca. 48 h.

ⁱAfter hydrolysis.