Science of Synthesis

Doye, S., Science of Synthesis, (2009) 40, 266.

Intramolecular hydroamination of sterically demanding substituted styrenes can be achieved in the presence of various chiral or achiral rare earth metal (scandium, yttrium, or lanthanide) catalysts (‌Scheme 35‌). Typical catalysts include dimeric bis[(trimethylsilyl)cyclopentadienyl] methyl lanthanide complexes ‌34‌,[‌58‌,‌59‌] the chiral binaphthol lanthanide complexes ‌87‌,[‌79‌] and the chiral binaphthylamine yttrium complex ‌90‌ (see Schemes 11 and 17, Section ‌40.1.1.3.1.1.4‌).[‌73‌]

‌Meeeee 88‌ Meeeeeee Meeeeeee ee Meee Meeee Meeee Meeeeeeee Meeeeeeeeeeeee Meeeeeeeeeeeee Meeeeeeee ee Meeeeeeeeee Meeeeeee[‌88‌,‌88‌,‌88‌,‌88‌]

Me eeeeee eeeeeeeee ee eee eeee eeee eeeeeeeeee eeeeeeeee eeee eeeeeeee eeeeee M—M/M—M eeee-eeeeeee eeeeeeeee (eee Meeeeee ‌88.8.8.8.8.8.8‌), eeeeeeee eeeeeeeeeee eeeeeeee eee eeeeeeeeeeee eee ee eeeeeeeee eeee eeeeeeeeeeee eeeeeeeeeee eeeeeeeee eee eeeeeeeeeee eeeeeeee eeeeeeeeeeee ee eee eeeeeeee ee eee(η8-eeeeeeeeeeeeeeeeeeeeeeeeeee)eee(eeeeeeeeeeeeee)eeeeee eeee eeeee eeeeeee eeeeeeeee ‌88‌ (Me = Me, Me). Meee eeeeeeee eee eeeee ee ‌Meeeee 88‌.[‌88‌]

‌Meeeee 88‌ Meeeeeeeee-Meeeeeeee Meeeeeeeee Meeeeeeeeeeeee/Meeeee–Meeeee Meeeeeeeeee[‌88‌]

Meeeee eeeeeeeeeeeeee eeeeeeeeeeeeee eeeeeeeeeeeeee eeeeeeeee ee eeeeeeee eee ee eeeeeeee ee eee eeeeeeee ee eee eeeeeeeee eeeeeeeee eee(η8-eeeeeeeeeeeeeeeeeeeeeeeeeee)[eee(eeeeeeeeeeeeee)eeeeee]eeeeeeeee(MMM) (‌88‌, Me = Me)[‌88‌] ee eee eeeeee eeeeeeeeee eeeeeeeee eeeeeee ‌888‌[‌88‌] (‌Meeeee 88‌). Mee eeeeeee, eeeeeeeeeee (‌88‌) eeeeee eeee e eeee eeeeeee ee eeeeee-, eeeeee-, eeeeeee-, ee eeeeeeeeeeeeee-eeeeeeeeeee eeeeeeee, ee eeee eeeeeeeeeeeeeeee, ee eee eeeeeeee ee 8 eee% ee ‌88‌ (Me = Me) ee 88°M, ee eeee 8-eeeeeeeee-8-eeeeee, eeee ee ‌888‌ eeee eee eeeeeeeee ‌888‌, ee eeee ee eeeeeeeee eeeeee; eeeeeee, eee eeeeeeee eeee eee eeee eeee eeeeeeee eeeeeeeeeeee eeeeeeeeeeeee ee eee eeeeeeeee.

‌Meeeee 88‌ Meeeeeeee-Meeeeeeee Meeeeeeeeeeeee Meeeeeeeeeeeee ee Meeeeee[‌88‌,‌88‌]

Meeeeeeeeeeee, eeeeeeeeeeeeeeeeeeeeee eeeeeeee eee eeeeeeee eeee eeeee-eeeeeeeeeeeee eee eeeeeeeeeee eeeeeee eeeeeee eeeeeeeeeeeeee eeeeeeeeeeeeee eee eeeeeeeeee eeeeeeeeeeeeee eeeeeeeeeeeeee ee eee eeeeeeee ee e eeeeeeeee eeeeee ee eee(η8-eeeeeeeeeeeeeeeeeeeeeeeeeee)[eee(eeeeeeeeeeeeee)eeeeee]eeeeeeeee(MMM) (‌88‌, Me = Me). Meeeeeeeeeee, 8,8,8-eeeeeeeeeeeeeee ‌888‌ eee eeeeeeeeeee (‌88‌) eee ee eeee eee e eeeeeeee eeeeeeee eeeeeeeee ee eeeeeeeeeeeeee eeeeeeeeeeeeee, ee eeeeeeeeeeeeee eeeeeeeeeeeeee, eee e eeeee M—M eeee eeeeeeeee ee eeee eee eeeeeeeeeeeeee[ee]eeeeeeeeeeee ‌888‌ ee e eeeeee eeeeeeeee eeee ee 88% eeeee (‌Meeeee 88‌).[‌88‌]

‌Meeeee 88‌ Meeeeeeee-Meeeeeeee Meeeeeeeeeeeee Meeeeeeeeeeeee ee 8,8,8-Meeeeeeeeeeeeee[‌88‌]

Meee-eeeeeeee eeeeeeeeeee eeeeeeeee eeee eeeee eeeee eeeeeeeee eeeeeeeee eee ee eeeee ee eeeeeee eeeeeee[‌88‌,‌88‌,‌88‌–‌888‌] eee ee Meeeee–Meee, Mee. M 88e, ee 8888–8888.

Meeeeeeeeeee Meeeeeeee

M-(8-Meeeeeeeeee)eeeeee-8-eeeee (‌888‌):[‌88‌]

Me e eeeeeeee, e eeeeeeee eeee eeeeeeee eeee e eeeeeeee eeeeeee eee eee eeeeeee eeee Me*8MeMM(MMM)8 (‌88‌, Me = Me; 88.8 ee, 8.88 eeee), MeMM8 (‌88‌; 88.8 ee, 8 eeee), eeeeeee (‌888‌, 888 ee, 8.8 eeee), eee eeeeeee-e8 (8.8 eM) (MMMMMMM: eeeeeeeeee). Mee eeeeeee eee eeeeeee ee 88°M eee 88 e eee eeee eeeeee ee ee. Me8M (8 eM) eee eeeee eee eee eeeeeeeee eeeeeeeeeee eee eeeeeeee eee eeeeeee e eee ee eeeeeee, eeeee eee eeeeeeeeeeee eeeeee eeee Me8M (8 eM). Mee eeeeeeee eeeeeee eeeeee eeee eeeeeeeeeeee eeeee eeeeeee eeeeeeee eee eee eeeee eeeeeee eee eeeeeeee ee eeeeee eeeeeeeeeeeeee (eeeeee eee, MM8Me8/eeeeeee/eMeMM8 8:88:8.8); eeeee: 888 ee (88%).

References