Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000083.xml
Synlett 2010(1): 163-164
DOI: 10.1055/s-0029-1219038
DOI: 10.1055/s-0029-1219038
SPOTLIGHT
© Georg Thieme Verlag
Stuttgart ˙ New York
9-Amino-9-Deoxyepicinchona Alkaloids
Further Information
Publication History
Publication Date:
14 December 2009 (online)
Introduction
9-Amino-9-deoxyepicinchona alkaloids constitute the newest generation of the family of cinchona alkaloids. The last few years have witnessed a special interest in this kind of cinchona alkaloids derivatives. [¹] As bifunctional organocatalysts combine a Brønsted acid and Lewis base in one molecule, they are capable of promoting many asymmetric reactions and provide access to chiral building blocks of high enantiopurity. In addition, they can be easily prepared in one pot from inexpensive alkaloid starting materials in either of pseudo-enantiomeric forms (Scheme [¹] ). [²]
Scheme 1
-
1a
Sundermeier U.Dobler C.Mehltretter GM.Baumann W.Beller M. Chirality 2003, 15: 127 -
1b
He W.Liu P.Zhang BL.Sun XL.Zhang SY. Appl. Organomet. Chem. 2006, 20: 328 -
1c
Xie JW.Yue L.Chen W.Du W.Zhu J.Deng JG.Chen YC. Org. Lett. 2007, 9: 413 -
1d
Peng F.-Z.Shao Z. J. Mol. Cat. A; Chem. 2008, 285: 1 - 2
Brunner H.Bugler J.Nuber B. Tetrahedron: Asymmetry 1995, 6: 1699 - 3
Liu T.-Y.Cui H.-L.Zhang Y.Jiang K.Du W.He Z.-Q.Chen Y.-C. Org. Lett. 2007, 9: 3671 - 4
Chen W.Du W.Yue L.Li R.Wu Y.Ding L.-S.Chen Y.-C. Org. Biomol. Chem. 2007, 5: 816 - 5
Lu X.Liu Y.Sun B. J. Am. Chem. Soc. 2008, 130: 8134 - 6
Wang X.Reisinger CM.List B. J. Am. Chem. Soc. 2008, 130: 6070 - 7
Xie J.-W.Chen W.Li R.Zeng M.Du W.Yue L.Chen Y.-C.Wu Y.Zhu J.Deng J.-G. Angew. Chem. Int. Ed. 2007, 46: 389 - 8
Tan B.Chua PJ.Zeng X.Lu M.Zhong GF. Org. Lett. 2008, 10: 3489 - 9
Tan B.Chua PJ.Li YX.Zhong GF. Org. Lett. 2008, 10: 2437 - 10
McCooey SH.Connon SJ. Org. Lett. 2007, 9: 599 - 11
Singh RP.Bartelson K.Wang Y.Su H.Lu X.Deng L. J. Am. Chem. Soc. 2008, 130: 2422 - 12
Chen W.Du W.Duan Y.-Z.Wu Y.Yang S.-Y.Chen Y.-C. Angew. Chem. Int. Ed. 2007, 46: 7667