34485-37-5Relevant academic research and scientific papers
Practical Stannylation of Allyl Acetates Catalyzed by Nickel with Bu3SnOMe
Komeyama, Kimihiro,Itai, Yuuhei,Takaki, Ken
supporting information, p. 9130 - 9134 (2016/07/14)
A practical and scalable nickel-catalyzed allylic stannylation of allyl acetates with Bu3SnOMe is described. A variety of acyclic and cyclic allyl acetates, even with base-sensitive moieties, undergoes the stannylation by using NiBr2/4,4′-di-tert-butylbipyridine (dtbpy)/Mn catalyst system to afford highly functionalized allyl stannanes with excellent regioselectivity and yields. Furthermore, the scope of protocol is also extended by the reaction of propargyl acetates, giving rise to propargyl or allenyl stannanes. Additionally, a unique diastereoselectivity using the nickel catalyst different from the palladium was demonstrated for the stannylation of cyclic allyl acetates. In the reaction, inexpensive and stable nickel complexes, abundant reductant (Mn), and atom-economical stannyl source were used.
Platinum-catalyzed hydrosilylations of internal alkynes: Harnessing substituent effects to achieve high regioselectivity
Rooke, Douglas A.,Ferreira, Eric M.
supporting information; experimental part, p. 3225 - 3230 (2012/05/31)
Rule of thumb: The high yielding title reaction is described with a focus on understanding the factors that govern the regioselectivity of the process (see scheme). Electronic, steric, and functional group properties all influence the selectivity, an understanding of which allows the selective formation of trisubstituted vinylsilanes, which are synthetically useful compounds for accessing stereodefined alkenes. Copyright
HIGHLY STEREOSELECTIVE SYNTHESES OF CONJUGATED E,E- AND E,Z-DIENES, E-ENYNES AND E-1,2,3-BUTATRIENES VIA ALKENYLBORANE DERIVATIVES
Negishi, Ei-ichi,Yoshida, Takao,Abramovitch, Akiva,Lew, George,Williams, Robert M.
, p. 343 - 356 (2007/10/02)
A highly selective and potentially general methodology for the synthesis of conjugated E,E- and E,Z-dienes, E-enynes, and E-1,2,3-butatrienes via hydroboration of alkynes is reported.The observed stereoselectivity was >98-99percent.
