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Volumn 127, Issue 4, 2005, Pages 1092-1093

Diastereoselective and enantioselective Rh(I)-catalyzed additions of arylboronic acids to N-tert-butanesulfinyl and N-diphenylphosphinoyl aldimines

Author keywords

[No Author keywords available]

Indexed keywords

ARYLBORONIC ACID; BENZENEBORONIC ACID; BORONIC ACID DERIVATIVE; IMINE; N TERT BUTANESULFINYL; UNCLASSIFIED DRUG;

EID: 13644262210     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja044003d     Document Type: Article
Times cited : (185)

References (34)
  • 1
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  • 18
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    • For functionalized Grignard reagents, see: (a) Knochel, P.; Dohle, W.; Gommermann, N.; Kneisel, F. F.; Kopp, F.; Korn, T.; Sapountzis, I.; Vu, V. A. Angew. Chem., Int. Ed. 2003, 42, 4302-4320. For functionalized lithium reagents, see: (b) Nájera, C.; Yus, M. Curr. Org. Chem. 2003, 7, 867-926.
    • (2003) Curr. Org. Chem. , vol.7 , pp. 867-926
    • Nájera, C.1    Yus, M.2
  • 22
    • 0041738169 scopus 로고    scopus 로고
    • Rhodium-catalyzed additions of arylboronic acids to aldehydes and α,β-unsaturated ketones proceed with a high level of functional group compatibility, (a) Hayashi, T.; Yamasaki, K. Chem. Rev. 2003, 103, 2829-2844. (b) Fagnou, K.; Lautens, M. Chem. Rev. 2003, 103, 169-196.
    • (2003) Chem. Rev. , vol.103 , pp. 2829-2844
    • Hayashi, T.1    Yamasaki, K.2
  • 23
    • 0037243669 scopus 로고    scopus 로고
    • Rhodium-catalyzed additions of arylboronic acids to aldehydes and α,β-unsaturated ketones proceed with a high level of functional group compatibility, (a) Hayashi, T.; Yamasaki, K. Chem. Rev. 2003, 103, 2829-2844. (b) Fagnou, K.; Lautens, M. Chem. Rev. 2003, 103, 169-196.
    • (2003) Chem. Rev. , vol.103 , pp. 169-196
    • Fagnou, K.1    Lautens, M.2
  • 27
    • 13644259586 scopus 로고    scopus 로고
    • note
    • See Supporting Information for details and complete tables of results.
  • 30
    • 13644270055 scopus 로고    scopus 로고
    • 3N complexes, which may transmetalate more rapidly. See: McKinley, N. F.; O'Shea, D. F. J. Org. Chem. 2004, 69, 5088-5090.
    • (2004) J. Org. Chem. , vol.69 , pp. 5088-5090
    • McKinley, N.F.1    O'Shea, D.F.2
  • 31
    • 13644264458 scopus 로고    scopus 로고
    • note
    • 1 = 2-phenylethyl).
  • 32
    • 13644259587 scopus 로고    scopus 로고
    • note
    • Other ligands screened gave very low conversions; for example, PHA-NEPHOS, DIOP, QUINAP, JOSIPHOS, WALPHOS, MANDYPHOS, i-Pr-PHOX, Me-BPE.
  • 33
    • 0000652292 scopus 로고
    • This ligand is available as "catASium D(R)" from Strem Chemicals, Inc. and ACBR, GmbH. Nagel, U.; Kinzel, E.; Andrade, J.; Prescher, G. Chem. Ber. 1986, 119, 3326-2243.
    • (1986) Chem. Ber. , vol.119 , pp. 3326-12243
    • Nagel, U.1    Kinzel, E.2    Andrade, J.3    Prescher, G.4
  • 34
    • 13644261054 scopus 로고    scopus 로고
    • note
    • Quantities of 3.6 (ref 4c) to 5.0 (ref 4b) equiv of arylboronic acid are generally used with N-toluenesulfonyl imine substrates in similar reactions.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.