42969-24-4Relevant academic research and scientific papers
Efficient synthesis of propargylic ethers under the DBU conditions and its application to natural products synthesis
Yokoyama, Tadashi,Kutsumura, Noriki,Ohgiya, Tadaaki,Nishiyama, Shigeru
, p. 578 - 582 (2008/02/11)
Conversion of dibromides carrying O-functional groups at adjacent positions to the corresponding propargylic ethers was successfully carried out under the DBU conditions through 2-bromo-1-alkenes as intermediates. The optically active γ-lactone-class natural products, such as (-)-muricatacin (4) and (R,R)-sapinofuranone B (5) were synthesized using the propargylic ether intermediate produced by the elimination reaction mentioned above.
1,2-Dibromoalkanes into alkynes by elimination reaction under DBU conditions and their application to total synthesis of sapinofuranone B
Kutsumura, Noriki,Yokoyama, Tadashi,Ohgiya, Tadaaki,Nishiyama, Shigeru
, p. 4133 - 4136 (2007/10/03)
Treatment of 1,2-dibromoalkanes with DBU effected an elimination reaction, leading to the alkynes. Oxygen substitution at the C3 position plays a critical role to abstract protons by inductive effects. By the application of this protocol, a total synthesi
