134721-17-8Relevant articles and documents
Regioselective cross-coupling of allylindium reagents with activated benzylic bromides-a simple and efficient procedure for the synthesis of terminal alkenes
Ranu, Brindaban C.,Banerjee, Subhash,Adak, Laksmikanta
, p. 7374 - 7379 (2007)
Allylindium reagents undergo facile and highly regioselective cross-coupling with benzylic and cinnamyl bromides in THF at room temperature without any catalyst producing terminal alkenes in high yields. The addition is highly regioselective and is found to provide γ-adducts in all reactions.
Umpolung of Carbonyl Groups as Alkyl Organometallic Reagent Surrogates for Palladium-Catalyzed Allylic Alkylation
Zhu, Dianhu,Lv, Leiyang,Li, Chen-Chen,Ung, Sosthene,Gao, Jian,Li, Chao-Jun
, p. 16520 - 16524 (2018/11/23)
Palladium-catalyzed allylic alkylation of nonstabilized carbon nucleophiles is difficult and remains a major challenge. Reported here is a highly chemo- and regioselective direct palladium-catalyzed C-allylation of hydrazones, generated from carbonyls, as a source of umpolung unstabilized alkyl carbanions and surrogates of alkyl organometallic reagents. Contrary to classical allylation techniques, this umpolung reaction utilizes hydrazones prepared not only from aryl aldehydes but also from alkyl aldehydes and ketones as renewable feedstocks. This strategy complements the palladium-catalyzed coupling of unstabilized nucleophiles with allylic electrophiles by providing an efficient and selective catalytic alternative to the traditional use of highly reactive alkyl organometallic reagents.
The first stereoselective total synthesis of a naturally occurring bioactive diarylheptanoid, (3R,6E)-1,7-bis(4-hydroxyphenyl)hept-6-en-3-ol, through two different approaches
Kashanna, Jajula,Jangili, Paramesh,Kumar, Rathod Aravind,Das, Biswanath
, p. 1666 - 1671 (2012/11/07)
The stereoselective total synthesis of a naturally occurring bioactive diarylheptanoid, (3R,6E)-1,7-bis(4-hydroxyphenyl)hept-6-en-3-ol, has been accomplished starting from 4-hydroxybenzaldehyde through two different approaches involving Wittig olefination