106575-40-0Relevant academic research and scientific papers
Stereoselective Alkyne Hydrohalogenation by Trapping of Transfer Hydrogenation Intermediates
Das, Manas,Kaicharla, Trinadh,Teichert, Johannes F.
supporting information, p. 4926 - 4929 (2018/08/24)
A catalytically generated vinylcopper complex, the reactive intermediate of a copper(I)-catalyzed alkyne transfer hydrogenation, can be trapped by commercially available halogen electrophiles. In this manner, internal alkynes can stereoselectively be hydrohalogenated to the corresponding vinyl chlorides, bromides, and iodides.
Synthesis of the Verapamil Intermediate through the Quaternary Carbon-Constructing Allylic Substitution
Kobayashi, Yuichi,Saeki, Ryohei,Nanba, Yutaro,Suganuma, Yuta,Morita, Masao,Nishimura, Keita
supporting information, p. 2655 - 2659 (2017/11/28)
In the present study, the key secondary allylic picolinate was synthesized via Pd(PPh 3) 4 -catalyzed coupling of the TBS ether of (R, Z)-4-iodo-5-methylhex-3-en-2-ol with allyl-MgBr. Allylic substitution of the picolinate with the copper reagent derived from 3,4-(MeO) 2 C 6 H 3 MgBr and Cu(acac) 2 in a 2:1 ratio afforded the anti S N 2′ product with complete chirality transfer and 91% regioselectivity. Synthetic manipulation of the olefin moiety led to the nitrile group, generating the intermediate for the synthesis of (S)-verapamil.
Directing group-controlled hydrosilylation: Regioselective functionalization of alkyne
Kawasaki, Yuuya,Ishikawa, Youhei,Igawa, Kazunobu,Tomooka, Katsuhiko
supporting information; experimental part, p. 20712 - 20715 (2012/02/15)
Pt(0)-catalyzed hydrosilylation of unsymmetric alkynes proceeds in a highly regioselective manner with a dimethylvinylsilyl (DMVS) group as the directing group. This hydrosilylation affords a single regioisomer of silylalkenes from propargylic and homopro
