7341-24-4Relevant articles and documents
Nonenzymatic Dynamic Kinetic Resolution of in situ Generated Hemithioacetals: Access to 1,3-Disubstituted Phthalans
Nath, Utpal,Chowdhury, Deepan,Pan, Subhas Chandra
, p. 1628 - 1633 (2018/03/21)
The first nonenzymatic DKR reaction of hemithioacetals is developed. Hemithioacetals were formed in situ via thiol addition and subsequently underwent an intramolecular oxa-Michael reaction. The scope of the reaction was quite broad ranging from aliphatic to aromatic substituents and 1,3-disubstituted-1,3-dihyroisobenzofuran products were obtained in good yields with moderate diastereoselectivities and high enantioselectivities. (Figure presented.).
On the preparation and determination of configurational stability of chiral thio- and bromo[D1]methyllithiums
Wieczorek, Anna,Hammerschmidt, Friedrich
, p. 10021 - 10034 (2013/01/15)
Thio- and bromo[D1]methyllithiums (ee 99%) were generated from the respective stannanes by tin-lithium exchange at temperatures ranging from 0 to -95 °C. Thio[D1]methyllithiums 6 were found to be microscopically configurationally labile on the time scale of the thiophosphate-α-mercaptophosphonate rearrangement even at -95 °C. Thio[D1]methyllithiums 13a and 13b underwent a thia-[2,3]-Wittig rearrangement down to -95 °C and 13b only down to -50 °C. The former were microscopically configurationally stable below -95 °C, and the latter racemized completely at -50 °C. Chiral bromo[D1]methyllithiums are chemically unstable at -78 °C but microscopically configurationally stable at the time scale of their addition to benzaldehyde and acetophenone.