We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Back Cover: Gold-Catalyzed Cycloisomerization of 1,6,8-Dienyne Carbonates and Esters to cis-Cyclohepta-4,8-diene-Fused Pyrrolidines (Chem. Eur. J. 41/2014).
- Authors
Rao, Weidong; Sally; Berry, Stuart Neil; Chan, Philip Wai Hong
- Abstract
Remote control? Dictating the mode of reactivity of propargylic carbonates or esters afar from the CC bond! Whether propargylic carbonates and esters favor an initial 1,2 ‐ or 1,3 ‐ acyloxy migration step, which can determine product selectivity, has been often shown to be influenced by substitution patterns and electronic variations on and near the alkyne moiety. In their Full Paper on page 13174 ff., P. W. H. Chan et al. show that the substitution pattern and electronic variation on the 1,3 ‐ diene unit and not the alkyne moiety in AuI ‐ catalyzed cycloisomerizations of 1,6,8 ‐ dienyne carbonates and esters orchestrates the initial sigmatropic rearrangement step. The cascade process provided a convenient and expedient one ‐ step synthetic route to cis ‐ cyclohepta ‐ 4,8 ‐ diene ‐ fused pyrrolidines in good to excellent yields at catalyst loadings as low as 2 mol %.
- Subjects
CHEMISTRY; CYCLOISOMERIZATION
- Publication
Chemistry - A European Journal, 2014, Vol 20, Issue 41, p13408
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201490173