Science of Synthesis

Wang, S.-H.; Tu, Y.-Q.; Tang, M., Science of Synthesis: Applications of Domino Transformations in Organic Synthesis, (2015) 1, 338.

As pericyclic reactions are the most direct way to form a cyclic product, such processes have been commonly used in domino reactions, with the Diels–Alder reaction being perhaps the most common example (see Section 2.1.1). However, in the case of domino reactions induced by a Lewis acid/base catalyzed Diels–Alder process, only a limited number of results have been developed.

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‌Meeeee 88‌ Meeeeeeee Meeee Meeeeeeee Meeeee Meeee–Meeee/Meeee Meeeeeeeeee[‌888‌–‌888‌]

‌Meeeeeeeeee 88‌

‌Meeeeeeeeee 88M‌

Meeee eeee eeeeee, eee eeeeeeeeee eeeee eeeeeeeee ee eeeeeee eeeeee eeeeeeeee eee eeee eeeeeeeeeeee eeee eeeeeeeeeee eeee eeeeee eeeeeeeeeeeee ‌888‌ eee ‌888‌ (‌Meeeee 88‌).[‌888‌]

‌Meeeee 88‌ Meeeeeeeee Meeee Meeeeeeee ee Meeeee Meeeeeeee[‌888‌]

Meeeeee eeee ee eeeeeeee eeeeeeeee eeee, eeeeeeee ee eeeeeee ee Meeé eee ee-eeeeeee, eeeeeeee ee eeeeeeeeeeeeee Meeeeee eeeeeeee eeeeeee ee e eeeeeeeeeeee eeeeeeee, ee eeeeeeeeeee eeee e Meeee–Meeee eeeeeeeeeee.[‌888‌–‌888‌] Me eee eee eeeeeeeeee eeeeee eeee eee eeeeeeeee eee eee eee eeeeeeeeeeeeeee eeeeeee eeeee ee eee eeeeeeeeee, eeeee eee eee eeeeeeeee eeeeee ee ee eeeeeeee ee eeeeeeeeeeee eeeeeee eeee eeeeee eeeeeee: (e) eeeeeeeeeeee eeeeeeee eeeeeeeeee eeee eee eeeeeeeeeee eeeeeee eee eee eeeeeeeeeeeeeee, eee (ee) eee ee eeeee eee eee eeeeee eeeeeeee ee eee eeeeeee Meeee–Meeee/Meeeeee eeeeeeee eeeeeeee. Mee eee eeeee eeeee, eeeeeee eeee eeeeeeeeeeeeeee eee ee eeeeeeee eeeeeeeeee ee Meeee eee/ee Meøeeeee eeeee, ee ee eeeeee eeee eeee e eeeeee eeeeeee eee ee eeeeeeee ee eee eee ee eee eeee eeeeeeee. Me eee eee eeeeee, ee ee eeee eeeeeeee eee eeeeeee eeeeeee. Meeeeee, eee ee eee eeeee eeeeeeeeeeeee ee eeeeeeeeeeeeee Meeeeee eeeeeeeee eeeeeeee eeee eee eeeeeeeeeeeeee eeeeeee, eee eee eeeeeeee eeeee ee eee Meeeeee eeeeeeee eee ee eeeeee ee eee eeeeeeeee eeeeeeeeee eeeeeee ee ee eeeeeeeeeeeeee Meeee–Meeee/eeeeeeeeeeeeee Meeeeee eeeeeeee eeeeeeee. Meeeeeee, eeee ee eee eeee eee eeeeeeee eeeee eee ee eee eeee eeeeeeeee, eee eeeeeee eeeeeeee eeeeeeee eeeee eeeee ee eeeeee eeeeeee eee eeeeeeeeeeee ee eee eeeeeeeeeeeee eeeeeeee eeeee. Meeeeeeeeee, eeeeee ee eeeeeeeeeeeeee ee ee eeeeeeeeeeeeee Meeee–Meeee eeeeeeee eee ee eeee ee eee eeeeeeeeeeeee eeeeee eeeeeeee. Meeee ee eee eeeee eeeeeeee, eeeee eeeeeeeee eeeeeeee eeeeee eeee eeee eeeeeeeeeeee ee eee eeee eeeee. Me eee Meeee eeeee eeeeee, eeeeeeeeeeeeee eeeeeeeeee, eee(MM) eeeeeeee, eee eeeee eeeeeeeeeee–eeeeeee eeeee eeeeeee eeee eee eeee eeeeeeee. Me e eeeeee, eeee ee eee eeeeeeeeee eee eeee eee eeeeeee eeeeeeee eeee eeeeee eeeeeeeee ee eeee eeeeee. Me eeeeeeeeee, eee eeeeeeeeeeeeeee eeeeeeee, eee eeeeeeee eeeeeeeeeeeee ee eee eeeee eeeeeeeee eee ee eeeee ee eeeee eee eeeeeeeee eeeeeeeeee (‌Meeee 88‌, eeeeeee 8 eee 8). Meee, e eeeeeee ee eeeeeeee eee ee eeeeeeee eee eee eeeeeeeee ee eeeee eee eeeeeeeeeee eeeeeeeeeeeee eee eeeeeeee (eeeeeee 8 eee 8). Meeeeeeeeeeeee eeeeeee ee eee Meeee eeee eee eeeeeeee eeeeeeee eeeeee eeee eeeeeeeee eeeeeee ee eee eeeeeeeeeee ee eee Meeeeee eeeeeeee.

‌Meeee 88‌ Meeee Meee Meeeeeee Meeee–Meeee/Meeeeee Meeeeeeee[‌888‌,‌888‌,‌888‌]

Meeee	Meeeeeeee(e)	Meeee Meee	Meeeeee(e)	Meeee (%)	Mee
8		MeMeMe8		88	[‌888‌]
8		MeMe8		88	[‌888‌]
8		MeMe8		88	[‌888‌]
8		MeMe8		88	[‌888‌]
8		MeMeMe8		88	[‌888‌]
8		MeMeMe8		88	[‌888‌]
8		MeMeMe8		88	[‌888‌]
8		MeMeMe8		88	[‌888‌,‌888‌]

Meeeeeeeeeee, eee eeeee eeeeeeeee ee (−)-eeeeeee eee eeeeeeeeee eeee eeee eeeeeeeeeeee ee eee Meeé eeeee eeeee eeee eeeeeeeeeee (‌Meeeee 88‌).[‌888‌]

‌Meeeee 88‌ Meeee Meeeeeeee ee (−)-Meeeeee eee Meeeeeeeee[‌888‌]

Meeeeeeeeeee Meeeeeeee

eeee-Meeee (8eM,88eM)-8-Meeeee-8-(8-eeeeeeeeeeeee)-8,8,8e,8-eeeeeeeeee-8M-eeeeeee[8,8-e]eeeeeeeee-8-eeeeeeeeeee (‌888‌); Meeeeee Meeeeeeee:[‌888‌]

M 88-eM eeeee eee eeeeeee eeee eeeeee ‌888‌ (888 ee, 8.888 eeee, 8.88 eeeee), eeeeeeeeeeeeee ‌888M‌ (88.8 ee, 8.888 eeee, 8.88 eeeee), eee eeeeeeeeeeeeee eeee (88.8 ee, 8.888 eeee, 8.88 eeeee). Meeeeee (88 eM) eee eeeee eee eee eeeeeeeee eeee eee eeeeee ee −88 °M. Meeeeeee (8.888 eM, 8.88 eeee) eee eeeee eeeeeeee eee eeeeeee, eeeeeeeee eee eeeee eee eeeeee ee e −88 °M eeee eee 88 e. Mee eeeeeeeee eeee eee eeeeeee ee eeee ee ee eee 88 e, eeeeeeeeeeee, eee eeeeeeee eee eeeee eeeeee eeeeeeeeeeeeee (eeeeeee/MeMMe 88:8 ee 8:8) ee eeee e eeee eeeeee eeee; eeeee: 888.8 ee (88%); 88% ee.

8-[(8eM*,8eM*)-8,8-Meeeeeee-8,8,8e,8,8,8e-eeeeeeeee-8M-eeeee-8-ee]eeeeeeee (‌Meeee 88‌, Meeee 8); Meeeeee Meeeeeeee:[‌888‌]

Me e eeee ee (M)-8-eeeeeeee-8-ee-8-eee (888 ee, 8.8 eeee) eee 8,8-eeeeeeeeeeee-8,8-eeeee (8 eeeee) ee MM8Me8 (88–88 eM) ee 8 °M eee eeeee MeMeMe8 (8 eeeee). Mee eeeeeeeee eeeeeee eee eeeeeee ee 8 °M eee 8 e eee eeee ee ee eee 88 e, eee eeee eee eeeeeeee eee eeeeeeee eeee ee MeMMM8. Mee eeeeeee eee eeeeeeeeeee eeeeeee M8M eee MMMe8. Mee eeeeeee eeeee eee eeeeeeeee, eeeee (Me8MM8), eeeeeeee, eee eeeeeeeeeeee ee eeee ee eee. Meeeeeeeeeeeee (MeMMe/eeeeee 8:8 eeeeeeee ee MeMM/MMMe8 8:88 ee 8:88) eeeeeeee eee eeeeeee eeeeeee ee e eeeeee eee; eeeee: 888 ee (88%).

References