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Enantioselective synthesis of a GPR40 agonist AMG 837 via catalytic asymmetric conjugate addition of terminal alkyne to α,β-unsaturated thioamide.
Yazaki R, Kumagai N, Shibasaki M. Yazaki R, et al. Among authors: kumagai n. Org Lett. 2011 Mar 4;13(5):952-5. doi: 10.1021/ol102998w. Epub 2011 Feb 3. Org Lett. 2011. PMID: 21291204
Direct catalytic asymmetric aldol reaction of hydroxyketones: asymmetric Zn catalysis with a Et(2)Zn/linked-BINOL complex.
Kumagai N, Matsunaga S, Kinoshita T, Harada S, Okada S, Sakamoto S, Yamaguchi K, Shibasaki M. Kumagai N, et al. J Am Chem Soc. 2003 Feb 26;125(8):2169-78. doi: 10.1021/ja028926p. J Am Chem Soc. 2003. PMID: 12590545
anti-Selective direct catalytic asymmetric Mannich-type reaction of hydroxyketone providing beta-amino alcohols.
Matsunaga S, Kumagai N, Harada S, Shibasaki M. Matsunaga S, et al. Among authors: kumagai n. J Am Chem Soc. 2003 Apr 23;125(16):4712-3. doi: 10.1021/ja034787f. J Am Chem Soc. 2003. PMID: 12696881
The Et(2)Zn/(S,S)-linked-BINOL 1 = 4/1 complex promoted a Mannich-type reaction of 2-hydroxy-2'-methoxyacetophenone (2) and N-diphenylphosphinoyl imines 3. ...Facile deprotection of the N-diphenylphosphinoyl group and commercial availability of both Et(2)Zn solution …
The Et(2)Zn/(S,S)-linked-BINOL 1 = 4/1 complex promoted a Mannich-type reaction of 2-hydroxy-2'-methoxyacetophenone (2) and N-dipheny …
Direct catalytic aldol-type reactions using RCH2CN.
Suto Y, Kumagai N, Matsunaga S, Kanai M, Shibasaki M. Suto Y, et al. Among authors: kumagai n. Org Lett. 2003 Aug 21;5(17):3147-50. doi: 10.1021/ol035206u. Org Lett. 2003. PMID: 12917003
Direct catalytic asymmetric Mannich-type reaction of hydroxyketone using a Et2Zn/linked-BINOL complex: synthesis of either anti- or syn-beta-amino alcohols.
Matsunaga S, Yoshida T, Morimoto H, Kumagai N, Shibasaki M. Matsunaga S, et al. Among authors: kumagai n. J Am Chem Soc. 2004 Jul 21;126(28):8777-85. doi: 10.1021/ja0482435. J Am Chem Soc. 2004. PMID: 15250731
N-Diphenylphosphinoyl (Dpp) imine 3 gave anti-beta-amino alcohols in anti/syn = up to >98/2, up to >99% yield, and up to >99.5% ee, while Boc-imine 4 gave syn-beta-amino alcohols in anti/syn = up to 5/95, up to >99% yield, and up to >99.5% ee. ...
N-Diphenylphosphinoyl (Dpp) imine 3 gave anti-beta-amino alcohols in anti/syn = up to >98/2, up to >99% yield, and up to >99
Non-C2-symmetric, chirally economical, and readily tunable linked-binols: design and application in a direct catalytic asymmetric mannich-type reaction.
Yoshida T, Morimoto H, Kumagai N, Matsunaga S, Shibasaki M. Yoshida T, et al. Among authors: kumagai n. Angew Chem Int Ed Engl. 2005 May 30;44(22):3470-4. doi: 10.1002/anie.200500425. Angew Chem Int Ed Engl. 2005. PMID: 15861441 No abstract available.
Catalytic chemoselective addition of acetonitrile to enolizable aldehydes with cationic Ru complex/DBU combination.
Kumagai N, Matsunaga S, Shibasaki M. Kumagai N, et al. Chem Commun (Camb). 2005 Jul 28;(28):3600-2. doi: 10.1039/b504519c. Epub 2005 Jun 9. Chem Commun (Camb). 2005. PMID: 16010337
En route to an efficient catalytic asymmetric synthesis of AS-3201.
Mashiko T, Hara K, Tanaka D, Fujiwara Y, Kumagai N, Shibasaki M. Mashiko T, et al. Among authors: kumagai n. J Am Chem Soc. 2007 Sep 19;129(37):11342-3. doi: 10.1021/ja0752585. Epub 2007 Aug 28. J Am Chem Soc. 2007. PMID: 17722933 No abstract available.
Asymmetric catalysis via dynamic substrate/ligand/rare earth metal conglomerate.
Nojiri A, Kumagai N, Shibasaki M. Nojiri A, et al. Among authors: kumagai n. J Am Chem Soc. 2008 Apr 30;130(17):5630-1. doi: 10.1021/ja800326d. Epub 2008 Apr 5. J Am Chem Soc. 2008. PMID: 18393416
A highly enantio- and diastereoselective catalytic asymmetric Mannich-type reaction of alpha-cyanoketones and N-Boc imines promoted by an amide ligand/Sc(OiPr)3 catalyst is described. ...
A highly enantio- and diastereoselective catalytic asymmetric Mannich-type reaction of alpha-cyanoketones and N-Boc imines promoted b …
An improved lanthanum catalyst system for asymmetric amination: toward a practical asymmetric synthesis of AS-3201 (Ranirestat).
Mashiko T, Kumagai N, Shibasaki M. Mashiko T, et al. Among authors: kumagai n. Org Lett. 2008 Jul 3;10(13):2725-8. doi: 10.1021/ol8008446. Epub 2008 Jun 4. Org Lett. 2008. PMID: 18522392
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