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Volumn 6, Issue 6, 2000, Pages 943-948

Catalytic concepts for the enantioselective synthesis of α-amino and α-hydroxy phosphonates

Author keywords

Asymmetric catalysis; Asymmetric synthesis; Hydrogenations; Hydrophosphonylations; Reductions

Indexed keywords

AMINO ACID; ENZYME INHIBITOR; HYDROXYACID; PHOSPHONIC ACID DERIVATIVE;

EID: 0034677676     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/(sici)1521-3765(20000317)6:6<943::aid-chem943>3.0.co;2-4     Document Type: Article
Times cited : (193)

References (39)
  • 1
    • 0000899405 scopus 로고
    • The several routes for stereoselective syntheses of α-amino phosphonic acid derivatives and their α-hydroxy analogues have been summarized in: a) D. Dhawan, D. Redmore, Phosphorus Sulfur 1987, 32, 119-144;
    • (1987) Phosphorus Sulfur , vol.32 , pp. 119-144
    • Dhawan, D.1    Redmore, D.2
  • 8
    • 0347194069 scopus 로고    scopus 로고
    • note
    • For example, a large variety of chiral α-amino phosphonic acids is manufactured by the companies Aldrich and Hokko Chemical Ltd.. It is noteworthy that Hokko Chemicals Ltd. applies a catalytic asymmetric process (see ref. [19]; this concept is described in detail in chapter D).
  • 9
    • 0003779363 scopus 로고    scopus 로고
    • (Eds.: M. Beller, C. Bolm), Wiley-VCH, Weinheim, Chapter 1.1.3
    • For a review about Noyori's concent of the asymmetric hydrogenation of carbonyl compounds, see: T. Ohkuma, R. Noyori in: Transition Metals for Organic Synthesis, Vol. 2 (Eds.: M. Beller, C. Bolm), Wiley-VCH, Weinheim, 1998, Chapter 1.1.3.
    • (1998) Transition Metals for Organic Synthesis, Vol. 2 , vol.2
    • Ohkuma, T.1    Noyori, R.2
  • 12
    • 0001015795 scopus 로고    scopus 로고
    • For a review about the CBS reduction of carbonyl compounds, see: E. J. Corey, C. J. Helal, Angew. Chem. 1998, 110, 2092-2118; Angew. Chem. Int. Ed. 1998, 37, 1986-2012.
    • (1998) Angew. Chem. , vol.110 , pp. 2092-2118
    • Corey, E.J.1    Helal, C.J.2
  • 13
    • 0032541271 scopus 로고    scopus 로고
    • For a review about the CBS reduction of carbonyl compounds, see: E. J. Corey, C. J. Helal, Angew. Chem. 1998, 110, 2092-2118; Angew. Chem. Int. Ed. 1998, 37, 1986-2012.
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 1986-2012
  • 20
    • 0003779363 scopus 로고    scopus 로고
    • (Eds.: M. Beller, C. Bolm), Wiley-VCH, Weinheim, Chapter 2.5
    • For a review about the Sharpless dihydroxylation method, see: H. C. Kolb, K. B. Sharpless in Transition Metals for Organic Synthesis, Vol. 2 (Eds.: M. Beller, C. Bolm), Wiley-VCH, Weinheim, 1998, Chapter 2.5.
    • (1998) Transition Metals for Organic Synthesis, Vol. 2 , vol.2
    • Kolb, H.C.1    Sharpless, K.B.2
  • 28
    • 0347824277 scopus 로고    scopus 로고
    • note
    • The simplified depicted chiral ligand in the structures of the catalysts LLB, ALB, LPB, and YbPB (see Schemes 8-11) should represent the (deprotonated) enantiomerically pure (R)-binaphthol ((R)-BI-NOL).
  • 32
    • 0000218541 scopus 로고    scopus 로고
    • For reviews about the development of chiral heterobimetallic lanthanoid complexes and their use as catalysts in asymmetric synthesis, see: a) M. Shibasaki, H. Sasai, T. Arai, Angew, Chem. 1997, 109, 1290-1310; Angew. Chem. Int. Ed. Engl. 1997, 36, 1236-1256;
    • (1997) Angew, Chem. , vol.109 , pp. 1290-1310
    • Shibasaki, M.1    Sasai, H.2    Arai, T.3
  • 33
    • 0030788440 scopus 로고    scopus 로고
    • For reviews about the development of chiral heterobimetallic lanthanoid complexes and their use as catalysts in asymmetric synthesis, see: a) M. Shibasaki, H. Sasai, T. Arai, Angew, Chem. 1997, 109, 1290-1310; Angew. Chem. Int. Ed. Engl. 1997, 36, 1236-1256;
    • (1997) Angew. Chem. Int. Ed. Engl. , vol.36 , pp. 1236-1256
  • 36
    • 0347824262 scopus 로고    scopus 로고
    • (Hokko Chemical Industry Co. Ltd.), Eur. Pat. 877028, 1998
    • Numerous chiral α-amino phosphonic acids are produced on an industrial scale by Hokko Chemical Industry Co. Ltd. using the Shibasaki hydrophosphonylation process, see also: M. Shibasaki, H, Sasai, Y. Tahara (Hokko Chemical Industry Co. Ltd.), Eur. Pat. 877028, 1998.
    • Shibasaki, M.1    Sasai, H.2    Tahara, Y.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.