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Please login to access the full content or check if you have access via Variation 2: Pinacol and Related Rearrangements

DOI: 10.1055/sos-SD-026-01162

Harrison-Marchand, A.; Chataigner, I.; Maddaluno, J.Science of Synthesis, (2005261248.

Pinacol rearrangement of tetrasubstituted glycols offers an interesting route to α-trisubstituted ketones, but unsymmetrical substrates often lead to mixtures of regioisomers since the hydroxy groups cannot be discriminated in most cases. However, this rearrangement is useful for glycols bearing a methylsulfenyl group.[‌247‌]

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Meeeee 88 Meeeeee-Meee Meeeeeeeeeeeee[‌888‌,‌888‌]

Meeeeeeeeeee Meeeeeeee

(8M,8M)-8-Meeeeee-8,8-eeeeeeeeeeeeee-8-eee (88, M8=Me; M8=Me):[‌888‌]

Me e eeee ee eeeeeee 88 (888ee, 8.88eeee) ee eeeee MM8Me8 (8eM) eee eeeee Me(MMe)8 (888ee, 8.888eeee) eee eee eeeeeee eee eeeeeee ee ee eee 8e. M8M (88eM) eee eeeee eee eee eeeeeee eee eeeeeeeee eeee Me8M (8 × 88eM). Mee eeeeeeee eeeeeee eeeeeeee eeee eeeee (MeMM8) eee eee eeeeeee eee eeeeeee ee eeeee ee eeeeeee eeeeee eeeeeeee; eeeee: 888ee (88%).