Enantioselective synthesis of chiral sulfones by ir-catalyzed asymmetric hydrogenation: A facile approach to the preparation of chiral allylic and homoallylic compounds
A highly efficient and enantioselective Ir-catalyzed hydrogenation of unsaturated sulfones was developed. Chiral cyclic and acyclic sulfones were produced in excellent enantioselectivities (up to 98% ee). Coupled with the Ramberg-Baecklund rearrangement, this reaction offers a novel route to chiral allylic and homoallylic compounds in excellent enantioselectivities (up to 97% ee) and high yields (up to 94%).
Zhou, Taigang,Peters, Byron,Maldonado, Matias F.,Govender, Thavendran,Andersson, Pher G.
supporting information; experimental part
p. 13592 - 13595
(2012/10/08)
Enzymes in organic syntheses. 19. Evaluation of the stereoselectivities of horse liver alcohol dehydrogenase; catalyzed oxidoreductions of hydroxy- and ketothiolanes, -thianes, and -thiepanes
The specificity of horse liver alcohol dehydrogenase (HLADH) with respect to unsubstituted five-, six-, and seven-membered ring 3- and 4-thiaketone and -thiaalcohol substrates has been examined.The enzyme is found to have a broad tolerance of the structural variations within this series.HLADH also exhibits encouraging (up to 46percent) enantiotopic and enantiomeric specifity in preparative-scale reduction and oxidation reactions of the heterocyclic ketones and alcohols respectively.
Jones, J. Bryan,Schwartz, Harold M.
p. 1574 - 1579
(2007/10/02)
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