Navigation

0 Hits

  • Previous / Next

You are using Science Of Synthesis as a Guest.
Please login to access the full content or check if you have access via
3.4.3.2.1 Variation 1: Substitution Reactions Using Catalytic Amounts of Copper(I)

DOI: 10.1055/sos-SD-003-00274

Heaney, H.; Christie, S.Science of Synthesis, (20043518.

Substitution reactions of alkenylcopper reagents proceed as expected, allowing transfer of the vinylic group to the organic electrophile. Generally, only small quantities of copper catalyst are required and the reaction is conducted at low temperature. This is not strictly necessary, since higher temperatures have been successfully employed, showing that alkenylcoppers are relatively thermally stable. The solvent of choice is generally tetrahydrofuran. Some representative examples, and experimental procedures, are presented here.

Meeeee eeeeeeeeeeee ee eeeeeee eeeeeee eeeeee eeeeeeee eeee, eeeeeeeee eee eeeeeeeeeee eeeeee.[‌8888‌,‌8888‌] Me eeeeeeeeeee ee Meeeee 888, eeeeee eee eeeeeeeee eeee, eee eeeeeeee eeeee eeeeeeeeee eeeee. Meeeee eeeeee eeeeeee eee eeeeeeeee eee eeee eeeeeeeee. Meeeeeeeeee eeeeeee Meeeeeeee eee ee eeeeeeee eee ee eee eeeeee ee eeee e eeeeeeeeeee eeeeee ee eeeee.

Meeeee 888 Meeeeeeeeeee ee Meeeeee Meeeeee Meeeee eeee Meeeeee Meeeeeeee Meeeeeeee ee Meeeee(M)[‌8888‌,‌8888‌]

Me eeeeeeee, eeeeeeeeee eeeeee eee ee eeeeeeee ee eeeeee eee eeeee ee eeeeeeeee; eeeeeee eee eeeeeeeeee eeee eee eeeeeeee eeeeeeeeee (Meeeee 888).[‌8888‌] Meeeeeee eeeeeeee eeeee eeeeeeee ee eeeeeeeee, eeee ee eeeeeeeeeee. M eeeeee eeeeeeeeee ee eee Meeeeeee eee ee eeeee ee eeeeeeeeeee eee eeeeee eeeeeee eeeee.[‌8888‌]

Meeeee 888 Mee ee Meeeeeeeee Meeeee ee Meeeeeeeeeee Meeeeeee eeee Meeeeee Meeeeeeee Meeeeeeee ee Meeeee(M)[‌8888‌,‌8888‌]

Mee eeeeeeee ee eeeee Meeeeeeee eeee eeeeeeee eeeeeeee eeee eeeeeeeee eeeeeeeeee ee eeeeee. Meeeee ee eee eeeeee eeeeeee eeeeeeee ee eee eeeee eeeeeeee eee ee eee eeeeeee, eeeeeeeee e eeeee ee eeeeeeeeeeeee eeeeee eeeeeeeeeee eeeeeeee (e.e., 88, Meeeee 888).[‌8888‌,‌8888‌] Meeee, eeeeeeeeee ee eeeeee eeeeee ee eee eeeeeeeee ee eeeeeeeeeee; eeeeee, eee eeeeeeee ee eee eeeeeee eeeee eeeee eeee ee eeeeeeeeeeeeeeee ee eee eeeeeeee, eeeeeeeee eee eeeeee eeeeeee ee eee eeeeeeeeeee eee. Meee eeeeeeeee eee- eee eeeee-eeeeeeee, eee eee-eeeeee eeeeeeee e eeeeeeee eeeeee eeeee, eeeeeeeeee eee ee eeeeee eeeeeee.[‌8888‌]

Meeeee 888 Meeeeeee ee Meeeeee Meeeeeeee eeee Meeeeeee Meeeeeeee ee Meeeee(M)[‌8888‌‌8888‌]

Meeeeeeee ee eeeeeeeeeeee eeeeeeeee ee eeeeeee eeeeeeeeeeeee eee eeee eeee eeeeeeee eee eeeee eeee eeee eeeeeeeeeeeee eeeeeeee. Me eee eeeeeeee ee eeeee eee eeeeeeeee eeeeeee eee ee MM8 eeeeeeeee, eee eeee e eeeee eeeeeeeeeee eeee eeeeeeee e eeeeeeeeee eeeee ee 8,8-eeeeee. Meeeeeeeee eeeeeee eeeee eeeeeeee (Meeeee 888),[‌8888‌] eee eeeeeeeeeeeee eeeeeeeeeee eeeeeeee eee eeee eeeeee eeeeeeee eee eeee eeeeeeee.[‌888‌,‌888‌,‌8888‌] Mee eeeee ee M/M eeeeeee eee eeee, eee eee eeeee-eeeeee eeeeee eeeeeeeeeeee. Mee eeeeeeee ee eee eeeeeee ee eeeeeeee, eee eeeeee eee eeee ee eeeeeeee. Me eeee eeee, ee eeee ee eee eeee ee eee eeeee eeeeeee, eeeee eee eeeee ee e eeeeeee eeeee.[‌888‌]

Meeeee 888 Meeeeeee ee Meeeeee Meeeeeeee eee Meeeeee Meeeeeeeeeee, Meeeeeeee ee Meeeee(M)[‌8888‌,‌8888‌]

Meeeeeeeeeee Meeeeeeee

8-(Meeeeeeee)-8-eeeeeeeeeeeeeeeee-8,8-eeee (88); Meeeeee Meeeeeeee:[‌8888‌]

M 8.88M eeee ee eeeeeeeeeeeeeeeeeeee eeeeeee ee MMM (8 eeeee) eee eeeee ee e eeeeeeeeee ee MeM (8.88e, 8.88eee, 8.8 eeeee) ee eeeee Me8M (888eM) eeeee ee eeeeeeeeee ee M8, ee 8°M. Mee eeeee eeeeee eeee eee eeeeee ee 88°M eee (8-eeeeeeeeeeeeeeeeeeeee-8-ee)eeeeeeee (8.8e, 8.8eee, 8 eeeee) ee Me8M (8eM) eee eeeeee eeeee, eeeeeeee eee 8e. Mee eeeeeee eee eeeeeeeee eeee eeeeeeee MM8Me (eM8) eee Me8M, eee eeeeeee eeeee eeeeee eeee eeeee, eeeee (Me8MM8), eee eeeeeeeeeeee ee eeeee. Mee eeeee eeeeeee eee eeeeeeeee ee eeeee eeeeeeeeeeeeee ee eeeee 88; eeeee: 8.88e (88%).

References


Cookie-Einstellungen