126107-73-1Relevant academic research and scientific papers
Synthesis of diastereomerically and enantiomerically pure 2,3-disubstituted tetrahydrofurans using a sulfoxonium ylide
Schomaker, Jennifer M.,Pulgam, Veera Reddy,Borhan, Babak
, p. 13600 - 13601 (2007/10/03)
Nucleophilic substitution reactions of 2,3-epoxy alcohols, easily prepared via Sharpless asymmetric epoxidation chemistry, offer access to a wide variety of enantiomerically pure compounds. In this communication, we describe the use of a Payne rearrangement to control regioselectivity in the ring-opening of a series of 2,3-epoxy alcohols with dimethylsulfoxonium methylide to yield diastereomerically and/or enantiomerically pure disubstituted tetrahydrofuran rings. The factors influencing the success and substitution pattern of the THF ring products are discussed, including steric, electronic, and solvent effects. Copyright
A direct synthesis of nucleoside analogs homologated at the 3′- and 5′-positions
Schmidt, Juergen,Eschgfaeller, Bernd,Benner, Steven A.
, p. 2937 - 2958 (2007/10/03)
A new route is presented to prepare analogs of nucleosides homologated at the 3′- and 5′-positions. This route, applicable to both the D- and L-enantiomeric forms, is suitable for the preparation of monomeric bis-homonucleosides needed for the synthesis o
High-Enantioselective Synthesis of Pyrrolidine Derivatives as Chiral Building Blocks
Hirai, Yoshiro,Chintani, Masaru,Yamazaki, Takao,Momose, Takefumi
, p. 1449 - 1452 (2007/10/02)
All four stereoisomers of a pyrrolidine derivative, which is useful as a versatile chiral building block for synthesis of several pyrrolizidine alkaloids, were prepared in high enantioselectivity by utilizing the Sharpless epoxidation of the intermediate
