Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

Enantioselective Addition of 2-Lithio-1,3-dithiane to Aldehydes in the Presence of (-)-$\alpha$-Isosparteine

  • Published : 1994.10.20
Download PDF
⟨ Previous Next ⟩

Abstract

In the presence of stoichiometric (-)-${\alpha}$-isosparteine, 2-lithio-1,3-dithiane underwent enantioselective addition to aldehydes with moderate ee's (6-70%).

Keywords

References

  1. Tetrahedron v.27 Nozaki, H.;Aratani, T.;Toraya, T.;Noyari, R.
  2. Chem. Lett. Mukaiyama, T.;Yamasaki. N.;Stevens, R. W.;Murakami, M.
  3. J. Am. Chem. Soc. v.101 Mukaiyama, T.;Soai, K.;Sato, T.;Shimizu, H.;Suzuki, K.
  4. Helv. Chim. Acta. v.62 Seebach, D.;Langer, W.;Seebach, D.;Crass, G.;Wilka, E.-M.;Hilvert, D.;Brunner, E.
  5. Asymmetric Synthesis Heathcock, C. H.;Morrison, J. D.(ed)
  6. J. Chem. Soc. Chem. Commun. Regan, A. C.;Staunton, J.
  7. J. Am. Chem. Soc. v.103 Mazaleyray, J.-P.;Cram, D. J.
  8. J. Org. Chem. v.18 Cohen, H. L.;Wright, G. F.
  9. J. Chem. Soc. Bourne, E. J.;Stacey, M.;Tatlow, J. C.;Worrall, R.
  10. J. Org. Chem. v.22 Allentoff, N.;Wright, C. F.
  11. Org. Synth. Coll. v.VI Gassman, P. G.;Gruetzmacher, G.
  12. Tetrahedron: Asym. Kang, J.;Cho, W. O.;Cho, H. G.
  13. J. Bull. Korean Chem. Soc. Kang, J.;Cho, W. O.;Cho, H. G.;Oh, H.
  14. J. Am. Chem. Soc. v.77 Leonard, N. J.;Thomas, P. D.;Gash, V. W.
  15. J. Am. Chem. Soc. v.72 Leonard, N. J.;Beyler, R. E.

Cited by

  1. Indolizidine and quinolizidine alkaloids vol.14, pp.1, 1997, https://doi.org/10.1039/np9971400021
  2. Lithiated 4-Isopropyl-3-(methylthiomethyl)-5,5-diphenyloxazolidin-2-one: A Chiral Formyl Anion Equivalent for Enantioselective Preparations of 1,2-Diols, 2-Amino Alcohols, 2-Hydroxy Esters, and 4-Hyd vol.66, pp.9, 1994, https://doi.org/10.1021/jo0155254
  3. Chiral Enolate Equivalents vol.35, pp.1, 1994, https://doi.org/10.1080/00304940309355794
  4. Anomalous C−C Bond Cleavage in Sulfur-Centered Cation Radicals Containing a Vicinal Hydroxy Group vol.68, pp.21, 1994, https://doi.org/10.1021/jo035001z
  5. Direct catalytic enantioselective Mannich-type reaction of α,α-dithioacetonitriles with imines using chiral bis(imidazoline)–Pd complexes vol.53, pp.50, 1994, https://doi.org/10.1039/c7cc03307a
  6. Enantioselective conjugate addition of an α,α-dithioacetonitrile with nitroalkenes using chiral bis(imidazoline)-Pd complexes vol.55, pp.37, 1994, https://doi.org/10.1039/c9cc02443c