226879-30-7Relevant academic research and scientific papers
Diastereoselective Synthesis of Highly Substituted Tetrahydrofurans by Pd-Catalyzed Tandem Oxidative Cyclization-Redox Relay Reactions Controlled by Intramolecular Hydrogen Bonding
Brooks, Joshua L.,Xu, Liping,Wiest, Olaf,Tan, Derek S.
supporting information, p. 57 - 75 (2017/04/26)
Palladium-catalyzed oxidative cyclization of alkenols provides a convenient entry into cyclic ethers but typically proceeds with little or no diastereoselectivity for cyclization of trisubstituted olefins to form tetrahydrofurans due to the similar energi
New metal-free one-pot synthesis of substituted allenes from enones
Tang, Meng,Fan, Chun-An,Zhang, Fu-Min,Tu, Yong-Qiang,Zhang, Wen-Xue,Wang, Ai-Xia
supporting information; experimental part, p. 5585 - 5588 (2009/06/18)
(Chemical Equation Presented) A new metal-free, one-pot synthesis of substituted allenes from enones was discovered for the first time, in which a tertiary amine as a base was found to be an effective promoter in such novel transformations. The present synthetic protocol proceeded readily with high compatibility of sensitive functional groups, and it provides a new efficient way to access a series of synthetically important allenes without the use of metallic reagents or catalysts.
Transannular Diels-Alder model studies on the total synthesis of chatancin. The furanophane approach. Part 1: Assembly of the acyclic substrates
Toro, Andras,Wang, Yuan,Deslongchamps, Pierre
, p. 2765 - 2768 (2007/10/03)
Synthesis of three generations of model substrates with advancing similarity to chatancin are presented. In the first two generations, an Ireland-Claisen based six-step sequence supplied the trans-dienophile to be connected by dithiane chemistry to furfurals. In the third generation, a homogeraniol based dienophile aldehyde was coupled with a dilithiated 3- furoic acid. Subsequently, all three generations were concluded with similar functional group modifications as a preparation for a malonate-furyl chloride based macrocyclization.
