90536-14-4Relevant academic research and scientific papers
Synthesis of macrocyclic and medium-sized ring thiolactonesviathe ring expansion of lactams
Palate, Kleopas Y.,Epton, Ryan G.,Whitwood, Adrian C.,Lynam, Jason M.,Unsworth, William P.
supporting information, p. 1404 - 1411 (2021/02/27)
A side chain insertion method for the ring expansion of lactams into macrocyclic thiolactones is reported, that can also be incorporated into Successive Ring Expansion (SuRE) sequences. The reactions are less thermodynamically favourable than the analogous lactam- and lactone-forming ring expansion processes (with this notion supported by DFT data), but nonetheless, three complementary protecting group strategies have been developed to enable this challenging transformation to be achieved.
Downfield chemical shifts at α-protons and carbons of β-propiothiolactones
Lee, Hee Bong,Park, Hyung-Yeon,Lee, Bon-Su,Kim, Young Gyu
, p. 468 - 471 (2007/10/03)
Both the α-protons and carbons of β-propiothiolactones exhibit atypical downfield chemical shifts. The α-protons of β-propiothiolactones with no heteroatom at the α-position appear at 3.53-5.35ppm, whereas the α-carbons appear at 56.9-86.2 ppm. The major cause of the unexpected deshielding effect was rationalized by assuming a through-space interaction between the occupied orbital of the α-carbon and the vacant orbital of sulfur. Copyright
SYNTHESIS OF UNSATURATED HYDROXY ACIDS BY THE COBALT CARBONYL AND PHASE TRANSFER CATALYZED CARBONYLATION OF VINYL EPOXIDES
Alper, Howard,Calet, Serge
, p. 1763 - 1766 (2007/10/02)
Phase transfer catalyzed reaction of vinyl epoxides with carbon monoxide, methyl iodide, catalytic amounts of cobalt carbonyl and TDA-1, affords β-hydroxy acids.High regioselectivity was observed in some cases.
