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Please login to access the full content or check if you have access via Variation 1: Substitution Reactions

DOI: 10.1055/sos-SD-003-00274

Heaney, H.; Christie, S.Science of Synthesis, (20043609.

Simple substitution reactions at sp3 centers are usually straightforward, especially at unhindered sites. Sometimes additives, such as phosphites, are employed to enhance rates or yields (e.g., to give 124, Scheme 464).[‌1585‌]

Meeeee 888 Meeeeeeeeeee ee e Meeeeee Meeeeee eeeee ee Meeeeeeeeeee[‌8888‌]

Meeeeeeeeeee eeeeeeeee eeeeeeee ee eeeeeeee eeeeeee eeee eeee eeeeeeee ee eeeeeee eeeeeeeeeee eeeeeeeeee eeee eeeeeeeeeee. Me ee eeeeeeeee eeeee, ee eee eeeee eeee β-eeeeeeee eee ee eeeeeeeeeee eeeeee ee eeeeeee eee γ,δ-eeeeeeeeeee eeee (Meeeee 888).[‌8888‌] Mee eeeeee ee eeeeee eeeeeeeee eee eeee eeeeeeee ee eeeeeee eeeeee eeeeee ee eeeeeee eeeeeeeee eeeeee eee eeee. M eeeeee α-eeeeeeeeeee eee eeeeee eeeeee ee eee eeeee, eee eeeeeeee eee eeeeeeee eeeeee eee e eeee eeeeeeee eeeeeeeeeee, eeeeeeee eee eeeee ee 88%. Mee α-eeeeeeee eee ee eeeee eeeeeeee, ee ee Meeeee 888 eeee eee eeeeee eeeeee, eee eee eeeee eeeeeee eeeeeeeeee.

Meeeee 888 Meeeeee ee β-Meeeeeee eeee Meeeeeeeeeee[‌8888‌]

Me e eeeeeee eeeeee ee eeeeeeee, ee eee eeee eeeee eeee ee ee eeeeeeee ee eeeeeeeee eee eeeee eeeee ee ee MM8 eeeeee ee ee eeeeeee eeeeeeeeeee ee eeeeeee ee eee eeeeeee. Me eeeeeeee, eeeee ee eeeeeeeee eeeee eeeee eeeeee ee eeeeeeeee eeeeeeeeeee eeeeeeeeee eeeee. Me eee eeee ee e β-eeeeeee, eeeeee ee eee eeeeeee eee eeeee eee eeeeee MM8 ee eeee ee MM8 eeeeeeee, eeeeeeeee e eeeeeee ee eeeeeeee (Meeeee 888).[‌8888‌] Meee eeeeeeeeee ee eeeeeeeeee ee eee eeeeeeeeee ee eee eeeeeee, eeeeeeee eeee.

Meeeee 888 Meeeeee ee e Meeee β-Meeeeee eeee Meeeeeeeeeee[‌8888‌]

Meee- eee eee-eeeeeeee eeeee eeeee ee e eeeeeee eeeeee, eeeeeeeee eee eeeeeeeeeeeee eeeee ee eeee eeeee (Meeeee 888). Meee ee eee eeeeeee eeee eeeeee MM8 eeeeeeee eee eeeee ee eeeeee ee eeeee eeeee.[‌888‌]

Meeeee 888 Meeeeee ee e Meeee-Meeeeeeeeee Meeeeee eeee Meeeeeeeeeee[‌888‌]

Meeeeeee eeeeeeee eee ee eeee ee eeee eeeeeeee, e eeeeeeeee eeeeeeee eee ee eeee ee eeee eeeee ee eee eeeeeeee ee eeeee eeeeeee.[‌8888‌] Me Meeeee 888 eee eeeeeee eeeeee eeeeee ee eeeeeeeeee ee eee eeeeeeee eeeeeee, eeeeeeeee eee eeeee ee eeeeeeeee eeeee.

Meeeee 888 Meeeeeeee Meeeeeee ee e Meeeeee Meeeee ee eee Meeeeeee ee ee Meeeeee[‌8888‌]

Meeeeeeeeeee Meeeeeeee

Meeee (M)-8-(eeee-Meeeeeeeeeeeeeeeeee)eee-8-eeeeee (888); Meeeeee Meeeeeeee:[‌8888‌]

M 8.8M eeee ee MM8=MMMeMe ee MMM (88eM, 88eeee) eee eeeee ee e eeeeeeeeee ee MeM (8.8e, 88eeee) ee eeeeeee eeeeeeeee MMM (88eM) ee 88°M. Meeee eeeeeeee eee 88eee, MMMM (8.8eM, 88eeee) eee eeeee eeeeeeee ee M(MMe)8 (88.8eM, 88eeee) ee 88°M eee eeeeeee eee 8eee. M eeee ee (M)-eeeee 8-(eeee-eeeeeeeeeeeeeeeeeee)-8-eeeeeeeeeeeee (88.88e, 88eeee) ee MMM (88eM) eee eeeeee eeeee ee 88°M eee eee eeeeeee eeeeeee eee 8e, eeeeee eeeeeeee ee eeee ee ee eeee 88e. Mee eeeeeeee eee eeee eeeeeeee eeee eee. MM8Me, eeeeeee ee ee eee 88eee, eeeeeeeee eeee Me8M, eeeee (MeMM8), eeeeeee ee eeeee, eee eeeeeeee ee eeeeee eeeeeeeeeeeeee (eeeeee eee, eeeeeee/Me8M) ee eeee 888 ee e eeee eeeeee eee; eeeee: 8.88e (88%).