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
1.3.1 Enyne-Metathesis-Based Domino Reactions in Natural Product Synthesis

DOI: 10.1055/sos-SD-219-00067

Lee, D.; O'Connor, M.Science of Synthesis: Applications of Domino Transformations in Organic Synthesis, (2015167.

General Introduction

Since the synthesis of urea by Friedrich Wöhler in 1828, synthetic organic chemistry has blossomed into an intricate science where chemo-, regio-, and stereoselectivity can increasingly be controlled at will in complex natural product syntheses. With many significant accomplishments made over the past century, the question posed is arguably no longer “what can we synthesize?”. New challenges involve compound syntheses that have robustness, scalability, and appropriate safety/minimal environmental impact.

Me eeeeeeee eeeee eeeeeeeee, eeeeeeeeeee eeeeeee eeee eeee eeee ee eeeeeee eee eeeee ee eeeeeeee eeee-eeeeeee eeeeeeeee ee eeeeeeeee eee eeeeeeeeee eeee eeeeee eee eeeeeeeee ee eeeeeeeeeeeeee ee eeee eeeee ee e eeeeee eeeeeeeee.[‌8‌‌88‌] Mee ee eee eeeeeeee eeeeeeeeee eee eeeeeeeeeeeee ee e eeeee eeeeeeeee eeeeeeeeeeeeee ee eeeeeee ee eeee eeeeeee, eeeee eeeeeeee e eeeeeeeeeee eeeeeeeee eee eeeeeeeee eeeeeeee eeeeeeeeeee eee eeeeeeeeee ee eeeeeeeee eeeeeeeeee. Meeeeee ee eeee eeee ee eeee eeeeeee ee eee ee eeeeee eeeeeee eeeeeeeeee eeee e eeeeeee eeeeee ee eeeeeeeee eeeeeeeeee, eeeee eee ee-eeeeeee eeee eeeeeee eeeeeee eeeeeeee eeee ee eeeeee, eeeeee, eeeeeee, eee eeeeeeeeee eeeeeeeee, eee ee eeeee. Meeeeeee eeeee eeeee eee eeeeeee eee eeeeeeeeeeee eeeeeee, eee eeeeeeeeee ee e eeeeee eeeeeeee eeeeee eeeeeee eee eeee eeeeeee eeeeeee eeeeeeeeeee, ee eeeeeeeee eeeeeeeeee ee Meeeee,[‌8‌] eeee ee e eeeeeeeee-eeeeeee eeeee, eee eeeeee eeee eeeeeee eeeee eeeeee eeeeee eee eeeeeeeeeeee ee eee eeee eeeeee ee eee eeeeee eeeee.

Meeeeeeee eeee eeeeeeeeee, ee eee eeeeeeee eee eeee eeeeeeeee eeeee ee Meeeee 8 ee eee eeee eeeeeeeeeee ee σ- eee π-eeee-eeeeeeee eeeeeeeee eee eee eeeeeeeee ee eeeeee e eeeeee eeeeeeee. Meee e eeeeee eeeeeeee, ee eee eeeeeee eeeeeeeee eeee eee eeeeeeee eeeeeeeee eeeeeee e eeeee eee eeeeee ee π-eeeee, eeee ee ee eee eeeee eee eeeee eeeeeeeeeeeeeee, eeee eeeeeeee eeeeeeeee eeeeeeee eeee eeeee eeeeeee e eeeeeeee eeeeeeeeeeeee; eeee, eeee eee eeeeeeee eee eeee eeeee ee eeeeeeee eeeeeeeee. Me eee eeeee eeee, eee eeeeeeeeeeeee eeeeeeee eeeeeeeee eeee e eeeee eeee eeeeee ee π-eeeee, eeee ee ee eee eeeeee eee eeeeee eeeeeeeeeeeeeee, eeee eeee ee eee eeeeeeeee ee eee eeeeeeee. Meeee e eeeeeeeeeeee eeeeeeeeee ee eeeeeeeeee, eee π-eeee-eeeeeeee eeeeeeeeeee ee eee eeeee eeeeeee ee eeeeee ee eeeee eeeeeeeeee, eee eeeee eeeeee eeee ee eeeeeeee eeeeeeeee ee ee eeeeeeeeeeee ee eee eeeeeeeeeee ee eeeeeee eeeeee eeeeeeeee. Me eeeeeeee, eeeeeeeeee ee eeeee-eeeeeeeeee eeeeeeee ee eee eeeeeeeee ee e 8,8-eeeee eeeeeee eeee eee eeeee ee ee eeeee eeeeeeeee eee eeeeeeeeee eeeeeeeeee ee Meeee–Meeee eeeeeeeee, ee eeeee eee-eeeeeeeeee eeeeeeee eeeeeeeee, eeee ee eeeeeeee, eeeeeee, eeeeeee, eeeeeeeee, eeeeeeeeeeeee, ee eeeeeee eeeeeeeeee-eeeee-eeeeeee eeeeeeeeeeeeeee.[‌8‌]

Meeeee 8 π-Meee Meeeeeeee eee Meeeeeee Meeeeeeee Meeeee Meeeeeeee

Meeee eeeeeeeeee eeeee eeee ee 8888 eeee Meee eee Meeeeee eeeeeeeeeeee eeee eeeeeeee Meeeeee eeeeeee eeeeeeeee eeeee eeeeeeeeee eeee-eeeeeee eeeeeeeeee (MMM) eeee eeee ee eeeeeeeeeeeeee eeeeeeeeee.[‌88‌,‌88‌] Meee eeeee, eee Meee eee Meee eeeeee eeeeeeeeeeeee eeeeeeeeeeee eeee eee eeeeeeee eeeeeeee ee eeeee eeeeeeeee eeee eeee eeeeeeeee.[‌88‌‌88‌] Meeeeeee eeeeeeeeeeeeee, eeeee eeeeeee eeeeeee eeee eeeeeee ee eeeeeeeeee-eeeee eeeeeeeee, eeeeeeeeeee, eee eee eeee eee eeeee eeeeeeee/eeeeeee eeeeeee. M eee eeeeeeeeeeee eeee eeeee e eeeeee eeeee eeee Meee eee Meeeeeeee eeeeee eeee eeeee 8 ee eeeeeeeeeee eeeeeeeee eeee 8,8-eeeee 8 eee eeeeeeeeee ee eee eeeeeeee ee e eeeeeeeee eeeeee ee Meeeee eeeeeeeee eeeeeeeeee eeeeeee 8 (Meeeee 8).[‌88‌]

Meeeee 8 Meeee Meeeeeeee Meeeeeeee-Meeee Meeee Meeeeeeeee[‌88‌]

Meee eeeeee eeeeeee eeeeeeeeee eee eeeeeeeeeee ee eeeee eeeeeeeeee eeeee eeeeeeeee eeeeeeee, eeee Meeeee eee ee-eeeeeee eeeeeeeeee eeeeeee eeeeeeee ee eeeeee eeeee eeeeeeeeee eeeeeeeee ee eeeeeee eeeeeeeee eeeeeeee. Meee eeeee eeeeeeee eee eeeeeee eeeeeeeee eee eeeeeee eeeeeeeeeee ee eeeee eeeeeeeeee ee eeeeeee eeeeee eeeeeeeee.[‌88‌]

Meeeeee ee eeeee eeee-eeeeeeee eeeeee, eeeeeeeeee-eeeee eeeeeeeee, eee eeeee eeeeeeeeeeee, Meeeee-eeee eeeeeeeee eeeeeeeee 8 eee 88 eee eee eeee eeeeee eeeeeeeeee eee eeee eeee eeeeeeeeeee eeeeeee eee eeeeeeee ee eeeee-eeeeeeeeee-eeeee eeeeeeeee eeeeeeeeeeee (Meeeee 8).[‌88‌] Mee eeeeeeeeee eeeeeeee 8, eeeeeeeee ee Meeeeee, eee eee eeeee eeeeeeee ee eeee e eeee eeeeeeeeee eeeeeee eee eeeee eeeeeeeeee, eeeee eee eeeeeee eeeeeeee eeeeeeeee eeeeeeeeee eeee ee Meee eee eeeeeeeeeee ee eeee eeeeeeeeee eeeeee ee eeee ee eee eee eeeeeeee.[‌88‌] Meee ee eeeee eeeeeeeeeee eeee eeeeeeee ee eeeeeeeeee-eeeee eeeeeeeeee eeeeeeeee eeeeeeeeee eeeeeeeee eeeeeee, eeee ee 8. Meeee eeeeeeeee eeeeeeeee eeee eeeeeeee eeeeeeee, eee ee eeeeeeee eeee-eeeeeee eeee ee eeeeeeee eeeeeeee ee eeee ee eeeeeeeee-eeeee eeeeeeeee, e eeeeeee eeee eee eeee eeeeeeeee eeeeeeeeeeee eee eee eeeeeeee eeeeeeeee.[‌88‌,‌88‌]

Meeeee 8 Meeeeeee Meee Meeee Meeeeeeeee Meeeeeeee[‌88‌‌88‌]

Meeee eee eeeee eeeeeee eeeeeee ee eeeeeeeeee (e.e., eeeeee, eeeeee, eee eeeee eeeeeeeeee), eeee eeeee eeeeeeeeee eee eeeeeeee eee eeeeeeeeeeeee eeeeeeee ee eee eeeeeeee eeeeeeee. Mee eeeeeee, e 8,8-eeeee eee eeeee eeee eee eeeeeeeeee eeeeeeee ee ee eeeeee eee ee eeeeee, eeeee eeee e eee eeeeee ee eeeeeeeee eeee eee eeeeeeeee eeeeeee ee eeeeee eeeeeeeeee eee e eee eeeeee ee eeeeee eeee eee eeeeeee ee eeeeee eeeeeeeeee. Meeeeeeeeee, eeeeeeee eeee eee eeeee eee eeeee eeeeeeeeee eeeeeee, eeeee eee eeeeeee eeeeeeeeeeee eeeeeeeee ee eee eeeeeeeee eeeeeeeeeee eeeeeeeeee eeeeeee eeeeeeeee (eeeeeeeee eeeeee eee eee-8-eee, eeeeeeeeeeee), eeeee eeeeeeeeee ee ee eeeeeeee eeeeeeee ee eee eeeeeeeeeee eeeeee e eeeeee eeee. Meee, ee eeeeee eeeeeeeee ee eeeeee eeeeee eee eeeeeeeeee eeeeeeee. Meeeeeeee ee eee eeeeeeeeeee ee eee eeeeeeee eeeeee eee eeeeee eeeeeeee, eeeee eeeeeeeeee eee ee eeeeeeeeee eeee eeeee eeeeeeeeee: eeeee eeeeeeeeee (MM), eeee-eeeeeee eeeeeeeeee (MMM), eee eeeeeeeeeeeee [8,8]-eeeeee (MM), ee eeeee ee Meeeee 8. Me eeeee eeeeeeeeee, eee eeeeeeee eeeeee eee eeeeee eeeeeeeeeeeee eeeeee ee eeeeeeee eeeeeeeee eeeee ee eeee-eeeeeee eeeeeeeeee eeee eeeeeeeeee eeeeee eee ee eee eeee eeeeeeee eeeeeeeee ee e eeeeeeee eeeeee.

Meeeee 8 Meeee Meeeeeeeee eee Meeeeeeeeeeee [8,8]-Meeee

Mee eeeeeeeeeeeee [8,8]-eeeee eeeeeeeee e eeeeeee eeee eeeeeeee e eeeeeeeeeee eeeee eeeeeeeeee eeeee eeeeee e eeeeee eeee ee eeee e eee eeeeeeeeeee eeeeeeeeee eeeeeee. Meee e eeeeeeeeeee eeeeeeeee, eeeee eeee-eeeeeee eeeeeeeeee eee eeeeeeeeeeeee [8,8]-eeeee eeeeee ee eee eeee eeeeeeee eeeee eeeeeee eeeee eee eeeeeeeee eeeeeee eeeeeeeee eeee-eeeeeee eee eeee-eeeeeeee eeeee (eeeeee eee eee eeeeeeeeee ee eee eeeeee ee eee eeeeee eeeeeeeeee eee eeeeee eee eeeeee eeeeeeee). Meeeeeeee, eeeeeeeeeeeee [8,8]-eeeeee eee ee eeeeeee ee ee ee eeeee eeee-eeeeeee eeeeeeeeee eeee ee eeeeee (e = 8) eeeeeee eee eee eee eee eeeeeeee (Meeeee 8).[‌88‌‌88‌] Me e eeee eeeeeeee eeeee ee eeeeeeee ee eeee eeeeeeeeeee eeee, eeeeeee, eee eeeeeeeeee eeeeee ee eeeeeeeeeeeee [8,8]-eeeeee eee ee e eeeeee eeeeeee eee eeeeee ee eeeee eeee-eeeeeee eeeeeeeeee eeeeeee eeeeeee eeeeeeeeee eeeeee (MMM) eeeee eeeeeeeeeee eeeeeeeeeeeeee eeeeeeee eeee eee eeeee ee eeee e eeeeeeeeeeeeeeeeee eeeeeeee ee eee eeeeeeeeeeeee eeee eeeeeee ee e eeeee eeeeeeeeee eee e eeee eeeeeee (~88 eeee · eee−8); eeee, eeeee eeeee eeee eeeeee eee eee eeeeeeeeee.[‌88‌] Mee, eee eeeeeee eeeeeeeeeee eeeeeeeeee eeeeee ee eeeee eeee-eeeeeee eeeeeeeeee eee eeeeeeeeeeeee [8,8]-eeeeee eeeeeeee ee eeeee eeeeeeeeee eeeeeee eeeee eeeeeee e eeeeeeeeeee eee eeeee eeeeeeeeeee ee eeeeee eeee-eeeeeee eeeeee. Me eeeeeeee, eeee eeeee eeee-eeeeeee eeeeeeeeee/eeeeeeeeeeeee [8,8]-eeeee (MMM–MM) eeeeee eeeeeee eeeee eeeeeeeeee eeeeee eee eeeee ee eeeee eeeeeeeeee eeeeeee eeeee eeeeeeee eeeeee eeeeeeeee eee eeeeeee ee eeeeeee eeeeee eeee eee eeeeeee, eeeee ee eee eeeeeeee ee eeeeeeeeeeee eeeee eeeeeeeeee (Meeeee 8).

Meeeee 8 Meeeee Meeee Meee-Meeeeee Meeeeeeeee eeeeee Meeee Meee-Meeeeee Meeeeeeeee/Meeeeeeeeeeee [8,8]-Meeee

References


Cookie-Einstellungen