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. 2019 Oct 31;58(51):18619–18626. doi: 10.1002/anie.201910169

Scheme 4.

Scheme 4

Isomerisation of benzylsilanes and siletanes, and stereospecific derivatisation. [a] Standard conditions for the isomerisation: Silane (1.0 equiv), benzophenone (5 mol %), cyclohexane, 2 h, rt, 365 nm. [b] Reaction conditions: Z ‐15 (1.0 equiv), N‐iodosuccinimide (1.2 equiv), MeCN, 20 min, rt. [c] Z ‐14 (0.1 equiv), allyl acetate (8.0 equiv), TBAF (1.0 m in THF, 6.2 equiv), Pd2(dba)3⋅CHCl3 (0.1 equiv), THF, rt, 18 h. [d] Z ‐15 (1.2 equiv), aryl or alkenyl iodide (1.0 equiv), TBAF⋅3 H2O (3.0 equiv), Pd(dba)2 (7.5 mol %), THF, rt, 18 h.