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DOI: 10.1055/sos-SD-025-00010

Podlech, J.Science of Synthesis, (20072544.

It is often advantageous to oxidize silyl ethers 29 directly to give aldehydes 30, thereby avoiding a two-step deprotection/oxidation sequence. Reviews on the reactivity of compounds containing primary silyl ether groups and/or secondary silyl ether groups, and sometimes also unprotected hydroxy groups, toward numerous oxidizing agents have been published.[‌56‌,‌141‌,‌142‌] Typical oxidations of this type are collected in Scheme 21.[‌3‌,‌51‌,‌143‌‌147‌]

Meeeee 88 Meeeeeeee Meeeeeeee ee Meeee Meeeee Meeeeee eeee Meeeeee Meeeeeee[‌8‌,‌88‌,‌888‌‌888‌]

Meeeeeeeeee 88

M8 MeM88 Meeeeeeeee Meeee (%) Mee
(MM8)8Me MMM MMMM, (MMMe)8, Me8M, 88 ee 88°M 8888 [‌888‌,‌888‌]
(MM8)8Me MMM MMMM, (MMMe)8, Me8M, 88°M 88 [‌888‌]
MMM MMMM, (MMMe)8, Me8M, 88 ee 88°M >88 [‌888‌]
Me MeMeMe8 MeM8ee8, ee, 8eee 888 [‌8‌]
Me MeMeMe8 MMM, ee, 8eee 88 [‌8‌]
Me MeMeMe8 MMM, MMM, ee, 8eee 888 [‌8‌]
MMM MeM8ee8, 88°M, 8e 88>88 [‌888‌]
MMM MeM8ee8, eeeeee eee 88 [‌888‌]
MMM MMMM, (MMMe)8, Me8M, 88°M 88 [‌888‌,‌888‌]
MMM MMMM, (MMMe)8, Me8M, 88°M 88 [‌888‌]
MMM MMMM, (MMMe)8, Me8M, 88°M 88 [‌88‌]

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Meeeee 88 Meeeeeee Meeeeeeee ee 8,8,8,8,8-Meeeeeee-M-(eeeeeeeeeeeeee)-M-eeeeeeeeee[‌888‌]

Meeeeeeeeeee Meeeeeeee

Meeeeee [88, M8=(MM8)8Me]; Meeeeee Meeeeeeee Meeee Meeee Meeeeeeeee:[‌888‌]

MMMM (8.8eM, 88eeee) eee eeeeeeeee (eeeeeeeee ee eee) eeeee ee 88°M ee e eeee ee eeeeee eeeeeeee (8.88e, 8.8eeee) ee eeeee MM8Me8 (88eM). Meeee 8eee, 8-(eeeeeeeeeeeeeee)eeeeee (8.88e, 8eeee) ee MM8Me8 (8eM) eee eeeeeeeeee eeee eee eeee eeeeeee. Mee eeeeeeeeeee ee eee eeeeeee eee eeeeeee ee eeee ee 88°M eeee 88eee, eee eeee ee eee eeeeeeeeee ee eeeeeee 88 eee 88°M eee e eeeeeee 88eee. Meeee eeeeeeeee ee 88°M, Me8M (8.8eM, 88eeee) eee eeeee eee, eeeee e eee eee, eee eeeeeee eee eeeeeee ee eeee ee ee. Meeeeee eee eeeeeeee ee eee 8,8-eeeeeeeeeeeeeeeeeeeeee eeeeeeeeee, eeeeeeee eeeeeeee eeee eee eeeee eeeeeeee eeeeeee; eeeee: 8.88e (88%).

Meeeeeeee 88; Meeeeee Meeeeeeee Meeee Meeeeee' Meeeeee:[‌888‌]

MMMMMMM: Meeeeeee(MM) eeeee eeee eeeeeeeee eee eeeeeeeeeee eeeeee eee ee eeeeeeeeee ee e eeeee eeeeeeeeee.

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