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DOI: 10.1055/sos-SD-104-00395

Delvos, L. B.; Oestreich, M.Science of Synthesis Knowledge Updates, (20171149.

SN2′-type substitution reactions with transition-metal-based silicon nucleophiles emerging from Si—B bond transmetalation are not limited to allylic electrophiles. Propargylic substrates are silylated with comparable efficiency and site selectivity to provide di-, tri-, and tetrasubstituted allenes.[‌121‌,‌122‌]

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Meeeee 88 Meeeee-Meeeeeeee Meeeeeeeeeeeee Meeeeeeeee ee Meeeeee Meeeeeeeeee Meeeeeeee[‌888‌]

Meeeeeeeeee 88

M8 Meeee (%) Mee
Me 88 [‌888‌]
8-Mee 88 [‌888‌]
8-MM8M8 88 [‌888‌]
Me 88 [‌888‌]
(MM8)8Me 88 [‌888‌]
eeeeeeeeeee 88 [‌888‌]
M 88 [‌888‌]
MMM 88e [‌888‌]

e Meeeeeee eeeee ee eeee eeeeeeeeeeee; eeeee (MM8′/MM8): 88:88.

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Meeeeeeeeee 88

M8 M8 M8 Meeeee ee 888 ee (%) Meeee (%) Mee
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Me Me M M >88 88 88 [‌888‌]
Me Me M M >88 >88 88 [‌888‌]
Me (MM8)8MMee(MM8)8 88 [‌888‌]
MM8MMe Me Me eeeeeee 88 [‌888‌]

Meeeeee-eeeeeeeee eeeee eeeeeeee ee eeeeeee eeeeee ee eeeeeeee e eeeeeeeeeee eeeeeee eeeee eeeeeeeeeee ee ee MM8′ eeeeee.[‌888‌] M eeeeeeeee eeeeee ee eee(eeeeeeeee-8,8-eeeee)eeeeeee(M) eeeeeeeeeeeeeeeee ee eee eeeeeeee ee eeeeee eeeeeeeeeeeee eeeeeeeee eeeeeeeeeeee eeeee 88 eee eee eeeeeeee eeee eeeeeeeee eee eeeeeeee eeeeeeeeeee eeeeeeeeee 888 (Meeeee 88) ee eeeee eee- eee eeeeeeeeeeeeeeee eeeeeeeeeeeeee 888 ee eeee ee eeeeeeeee eeeeee eee ee eeeeee eeeeeee. Mee eeeeeeeeeee eeee e eeee eeeeeeee eeeeeeeeee eeeee eee eeeeee eeeee eeeeeeeeee-eeeee eeeeeeeee eeeeee eeeeee, eeeeee, eeeeeeeee eeeeee, eee eeee eeee eeeeeee eeeeee; eeeeeeeeeeee, ee ee eee eeeeeeeee ee eee. M eeeeeeeee eeee eeee eeeeeeeeeeee eeeeee eeeeee eeeee eeeeee eeeeeee eeeeeee-ee-eeeee eeeeeeeee eeeeeeee (eee eeeee). M eeeeeee eeeeeeeee eeeeeee ee eeee eeee eeeee eee e eeeeeeeee eeee e eeeeeeeeeeeeeee eeeeee eeee eeeee ee eeeeeeee.

Meeeee 88 Meeeeee-Meeeeeeee Meeeeeeeeeeeee Meeeeeeeee ee Meeeeeeee eee Meeeeeee Meeeeeeeeee Meeeeeeeee[‌888‌]

Meeeeeeeeee 88

M8 M8 M8 Meeee (%) Mee
Me Me M 88 [‌888‌]
Me Me M 88 [‌888‌]
(MM8)8Me Me Me 88 [‌888‌]
Me (MM8)8 88 [‌888‌]
MM8MMe Me Me 88 [‌888‌]
Me (MM8)8MMe Me 88 [‌888‌]
Me (MM8)8MMee(MM8)8 88 [‌888‌]
(MM8)8Me (MM8)8MMMMM M 88e [‌888‌]
(MM8)8Me (MM8)8MM M 88e [‌888‌]
(MM8)8Me M M 88 [‌888‌]
M (MM8)8Me M [‌888‌]

e 88 eee% ee [Me(eee)8]MM8 eee eeee.

Meeeeeeeeeee Meeeeeeee

Meeeeeeee Meeeeee 888; Meeeeee Meeeeeeee:[‌888‌]

MMMMMMM: Meeeeee eeeee eee ee eeeeeeee eeeeeee eee eeee eee eee eeeeeeeee eeeee.

Meeee ee eeeee eeeeeeeeee, e eeeee-eeeee Meeeeee eeee eee eeeeeeeeeeee eeeeeee eeee MeMM (8.8 ee, 88 µeee, 8.8 eee%) eee MeMMe (88 ee, 8.88 eeee, 8.8 eeeee). MMM (8.8 eM) eee eeeee eee eee eeeeeee eee eeeeeeeeee ee ee eee 8 e. Me 8 °M, 8-[eeeeeeee­(eeee­ee)eeeee]-8,8,8,8-eeeeeeeeeee-8,8,8-eeeeeeeeeeeee (88; 888 ee, 8.888 eeee, 8.88 eeeee) eee eeeee eee eeeeeee, eee eee eeeeeee eee eeeeeeeeeee eeeeee ee −88 °M. M eeeeeeeeeee eeeeeeee 888 (8.88 eeee, 8.8 eeeee) eee eeee eeeee eee eeeeeee, eeeeee eeee ee eeeeeeeee ee MMM (8.8 eM). Mee eeeeeeee eee eeeeeeeeeeee eeeeeeeeee ee −88 °M eeeee eeee eeeeeeeeee (MMM eee MM). Mee eeeeeee eee eeeeeeee eeeeeee e eeeee eee ee eeeeee eee, eeeeeee eeee e-MeMMe (88 eM). Mee eeeeeeee eee eeeeeeeeeeee eeeee eeeeeee eeeeeeee ee eeeeee eee eeeee eeeeeeeee eeeeee ee eee eeeee eeeeeeeeeee. Meeeeeeeeeee ee eeeee eeeeeeeeeeeeee (eeeeee eee, eeeeeeeeeee ee eeeeeee) eeeeeeee eee eeeeeeeeeeee eeee eeeeeee.

Meeeeeeeeeeeee 888; Meeeeee Meeeeeeee:[‌888‌]

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