Efficient Synthesis of γ-Lactones via Gold-Catalyzed Tandem Cycloisomerization/Oxidation
作者:Chao Shu、Meng-Qi Liu、Yu-Zhe Sun、Long-Wu Ye
DOI:10.1021/ol302323a
日期:2012.9.21
A novel Au-catalyzed tandem cycloisomerization/oxidation of homopropargyl alcohols was developed. Various γ-lactones can be accessed readily by utilizing this strategy. Notably, the mechanism of this reaction is distinctively different from the related Ru-catalyzed reactions where the ruthenium vinylidene intermediate was proposed.
The present invention provides a fragrance precursor of formula I:
1
that is capable of forming a fragrant ketone of formula II:
2
and a fragrant lactone of formula III:
3
Probing the Peroxycarbenium [3+2] Cycloaddition Reactions with 1,2-Disubstituted Ethylenes: Results and Insights
作者:Ze-Jun Xu、Sergio Wittlin、Yikang Wu
DOI:10.1002/chem.201605871
日期:2017.2.10
the title reaction to be limited to only the alkenes with an unsubstituted terminal alkenic carbon were explored. In some “failed” cases the cycloaddition products actually formed but rearranged concurrently. An oxygen atom or a N‐Boc (Boc=tert‐butyloxycarbonyl) group at the double bond was proven essential for acquisition of intact [3+2] cycloaddition products from 1,2‐disubstituted ethylenes.