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Volumn 59, Issue 18, 2003, Pages 3253-3265

Asymmetric synthesis of cyclic β-amino acids and cyclic amines via sequential diastereoselective conjugate addition and ring closing metathesis

Author keywords

Conjugate addition; Lithium amide; Ring closing metathesis

Indexed keywords

2 AMINOCYCLOPENTANECARBOXYLIC ACID; 4 N ALLYL N ALPHA METHYLBENZYLAMINO 5 METHYLHEX 1 ENE; 4 N ALLYL N ALPHA METHYLBENZYLAMINOHEPT 1 ENE; AMINO ACID DERIVATIVE; BETA AMINO ACID; CONIINE; METHYL 3 (N ALLYL N ALPHA METHYLBENZYLAMINO)HEPT 4 ENOATE; N METHOXY N METHYL 3 (N ALLYL N ALPHA BENZYLAMINO)HEXANAMIDE; N METHOXY N METHYL 3 (N ALLYL N ALPHA METHYLBENZYLAMINO) 4 METHYLPENTANAMIDE; PIPECOLIC ACID; TERT BUTYL 2 (PROP 2 ENYL) 3 (N BENZYL N ALPHA METHYLBENZYLAMINO) 4 METHYLPENT 4 ENOATE; TERT BUTYL 2 ALLYL 3 (N ALLYL N ALPHA METHYLBENZYLAMINO)HEX 4 ENOATE; TERT BUTYL 2 ALLYL 3 (N ALPHA METHYLBENZYLAMINO)HEX 4 ENOATE; TERT BUTYL 2 [1' (N ALLYL N ALPHA METHYLBENZYLAMINO)BUT 2 ENYL]HEPT 6 ENOATE; TERT BUTYL 2 [1' (N ALPHA METHYLBENZYLAMINO)BUT 2 ENYL]HEPT 6 ENOATE; TERT BUTYL 3 (N ALLYL N ALPHA METHYLBENZYLAMINO)PENT 4 ENOATE; TERT BUTYLPYRROLIDIN 2 YLACETATE; UNCLASSIFIED DRUG;

EID: 0037471537     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(03)00411-3     Document Type: Article
Times cited : (94)

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    • For other selected asymmetric syntheses see (a)
    • For other selected asymmetric syntheses see (a) Al-awar R.S., Joseph S.P., Comins D.L. J. Org. Chem. 58:1993;7732 (b) Enders D., Tiebes J. Liebigs Ann. 1993;173 (c) Hattori K., Yamamoto H. Tetrahedron. 49:1993;1749 (d) Oppolzer W., Bochet C.G., Merrifield E. Tetrahedron Lett. 35:1994;7015 (e) Hirai Y., Nagatsu M. Chem. Lett. 1994;21 (f) Amat M., Llor N., Bosch J. Tetrahedron Lett. 35:1994;2223 (g) Fréville S., Célérier J.P., Thuy V.M., Lhommet G. Tetrahedron: Asymmetry. 6:1995;2651 (h) Kim Y.H., Choi J.Y. Tetrahedron Lett. 37:1996;5543 (i) Charette A.B., Grenon M., Lemire A., Pourashraf M., Martel J. J. Am. Chem. Soc. 123:2001;11829 (j) Wilkinson T.J., Stehle N.W., Beak P. Org. Lett. 2000;155 (k) Katritzky A.R., Qiu G., Yang B., Steel P.J. J. Org. Chem. 63:1998;6699.
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    • For a related approach to the synthesis of (1R,2R)-trans-hexacin see
    • For a related approach to the synthesis of (1R,2R)-trans-hexacin see Abell A.D., Gardiner J. Org. Lett. 4:2002;3663.
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    • For a representative procedure for the conjugate addition of homochiral lithium amides to α,β-unsaturated esters see
    • For a representative procedure for the conjugate addition of homochiral lithium amides to α,β-unsaturated esters see Bull S.D., Davies S.G., Roberts P.M., Savory E.D., Smith A.D. Tetrahedron. 58:2002;4642.
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    • Not visualised due to spectrum broadening
    • Not visualised due to spectrum broadening.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.