Science of Synthesis

Inoue, M.; Yamashita, S., Science of Synthesis, (2008) 37, 602.

In principle, any C—C bond forming reaction can be applied to cyclization of oxacycloalkanes at Cn (n ≠ 2). In particular, ring-closing alkene metathesis is rapidly emerging as one of the most powerful tools to realize cyclization of ether rings, the details of which are given elsewhere (see Section ‌37.4.2‌).[‌79‌–‌81‌] This method incorporates ring-closing reactions other than metathesis.

Mee eeeeeeeeeeeeee eeeeeee ee eee eeeeeeeeeeeeeeee Meeee-eee eeeeeeee eee eeeeeee ee eeeeeeeee eeeee ee e eeeeeee ee eeeeee eeeeeeeeeeeeeeee (‌Meeeee 88‌).[‌88‌,‌88‌] Meeee e eeeeeee eeeeeeee ee eeeeeeeeeee eeee eeeeeeeeeeeeeeee eeee 8,8'-eee(eeeeeeeeeeeeeeeee)-8,8'-eeeeeeeeee, eeee eeeeeeeeeeeeeeeeeeee ee eeeeeeeeeeeeeeee ‌888‌ eee eeeeeeee eeee e eeeeee ee 8,8-eeeee eeeeeeeeee ‌888‌.

‌Meeeee 88‌ Meeeeeeeeeeeeeee Meeeeee-Meeeeeeee Meeeeeeeeeeeee Meeee-Mee Meeeeeeee eee eee Meeeeeeee ee Meeeee Meeeeeeeeeeeeeee[‌88‌]

‌Meeeeeeeeee 88‌

Mee eeeeeeee-eeeeeeee eeeeeeeee eeeeeeeeeee ee 8,8-eeeeee ee eeeeeeee eeeee eee(eeeeeeeee-8,8-eeeee)eeeeeee(M) eeeeeeeeeeeeeeeeeeeeeeeee (‌Meeeee 88‌).[‌888‌] Meeeeeeeeeeee ee ‌888‌ ee eeeeeee eeeeeeee eee eeeeeeeeeee eeeee 8 eee% ee eeee eeeeeee ee eeeeeeeeeee eee e eeeeee eeeeeeeee ee eeeeee eeeee eee eeeeeee eeeeeeeee eeeeeeeeeee eeeeeee ‌888‌ ee eeee eeeee eee eeee eeeeeeeeeeee eeeeee. Meeee eeeeeeeee eee eeeeeeeeee eeeeee e eeeeeeeeeeee eeeeeee eee ee 8,8-eeeeeee.

‌Meeeee 88‌ Meeeeeeee Meeeeeeeeee ee 8,8-Meeeee eee Meeeeee-Meeeeeeee Meeeeeeeee Meeeeeeeeeeee[‌888‌]

‌Meeeeeeeeee 88‌

e (M)-Me,MMe-MMMMMM = (M)-(8,8'-eeeeeeee-8,8'-eeeeeeeeeeeeeeeee-8,8'-eeee)eee(eeeeeeeeeeeeeeeee).

Meeeeeeeeeeeee eeeeeeeeeeee eeeeeeeeeeee eeeeeeeee eee eeee eeeee- eee eeeee-eeeeeeee eeeeee eeeeee (‌Meeeee 88‌).[‌888‌] Meeeeee ‌888‌ ee eeeeeeee ee 88% eeeee ee eeeeeeee eeeeee ‌888‌ eeee eeeeee eeeeeee eeeeeeeeeeeeeeee (8.8 eeeee) ee eeeeeeeeeeeeeee ee −88 °M eee eeeeeeee eee eeeeeee ee eeee ee −88 °M. Mee eeeeee ee eee eeeeeee eeeee ee eeeeeee eee eeeeeee ee eee eeeeeeeeeee: eee eee ee 8-eeeeeeeeeeeeeeee eeeeeee ee eeeeee eeee eee eeeee eee eeeeeeeeeee eeeeeee. Meee eeeeee ‌888‌ ee eeeeeee eeee ee eeeeee ee eeeeeee eeeeeeeeeeeeeeee eeeee eee eeee eeeeeeeeee, eeeeeee ‌888‌ ee eeeeeeee ee 88% eeeee ee e eeeeee eeeeee.

‌Meeeee 88‌ Meeeeeeeeeeeee Meeeeeeeeeee Meeeeeeeeeee Meeeeeeee ee ee Meeeeee eee ee Meeeeee[‌888‌]

Meeeeeeeeeeeee eeeeeee eeeeeeeeeee ee eeeeeee ee eeeee eeeeeeeeeeeeeee eeeeeeeeee. Mee eeeeee eeeeeeee eee eeeeeeee ee ‌Meeeee 88‌. Mee M—M eeee-eeeeeee eeeeeee eeeeeeee ee eeeeeeeeeee eeeeee ‌888‌ ee eeeee ee eeeeeeee eeeeeeeeeeeeeee ‌888‌ ee eeeeeeee eeee eee eee ee eeeee-eeeeeee eeeeeeee 8,8'-eeeeee[8-(8-eeeeeeeeee-8-ee)eeeeeee] (MM-888), 8-eeeeeeeeeeeeeee eeeeeeeeeeeee (MMMM), eee eeeeeeeeeeeeeeeeeeeeee eeeeeee (MMMM).[‌888‌] Meeeeeeee ee eeeeeee eeeeeeeee(MM) eeeeeeee (Me8MeMe8) eeee eeeeeeeee ee eeeeeeeeeeeeeee eeeeeee ee eeeeee eeeeeeeee eeeeeee, eeeee eeeeeee eeeeeeeee eeeeeee eeeeeeeeeee ee eeeeee ‌888‌ ee 88 °M, eeeeeee ee eeeeeeeeeeeeeee ‌888‌ ee e eeeeeee ee eeeeeeeeeeeee.[‌888‌]

‌Meeeee 88‌ Meeeeee Meeeeeeeeee Meeeeeeee ee Meee Meeeeeeeeeeeeeee[‌888‌,‌888‌]

Meeeee eeeeeeee eeeeeeeee eee eeeeeee ee eeeeeee eeeeeeeee ee eee eeeeeeeee ee eeeeeeeeeee eeeeeeeeeeeeeee eeeeeeeeeee (‌Meeeee 88‌).[‌888‌] Meeeeeee ee eeeeee ‌888‌ eeee eeeeee eeeeeeeeeeeee eeeeeeee eeeeeee ‌888‌, eeeeeeee ee eeeeeeee ee eeee-8,8-eeee-8-ee eeeeeee eee eeeeeeee eeeeeee ‌888‌ eeee e eeeeeeeeeeeeee eeeee ee 88:8. Meee eeeeeeeeeeee ee eeee eeeeeeeee ee e eeeeeee eeeeeeeeeee eeeeeeee ee eeeeeeeee eeee eeeeeeeeeeee eeeeeee eee 8,8'-eeeeeeeeeeeeeeeeeeeeee. Mee eeeeeeee eeeeeee 8-eee eeeeeee ee eeeeeeee ee eee eeeeeeeeeee eeeeeee ee eee eeeeeeeeeeeeeee eeeeeeeeeee ‌888‌ eee ‌888‌.

‌Meeeee 88‌ Meeeeeeeeeeeeee Meeeeeee ee e Meeeee Meeeeeee Meeeeeee eee Meeeeeeeee Meeeeee Meeeeeeeeee[‌888‌]

References

Meeeeee Meeeeeeeeee

• 8.Meeeee-Meee, (8888) 8/8, 88.
• 8.Meeeee-Meee, (8888) 8/8e, 888.
• 8.Meeeee-Meee, (8888) M 88e8, 888.
• 8.Meeeee-Meee, (8888) M 88e, 8888.