Stereoselective Preparation of Syn α-Hydroxy-β-amino Ester Units via Regioselective Opening of α,β-Epoxy Esters:  Enantioselective Synthesis of Taxol C-13 Side Chain and Cyclohexylnorstatine

Author:

Righi Giuliana1,Rumboldt Giovanna1,Bonini Carlo2

Affiliation:

1. Centro CNR per lo Studio della Chimica delle Sostanze Organiche Naturali, c/o Dipartimento di Chimica, Università “La Sapienza” P.le A. Moro 5, 00185 Roma, Italy

2. Dipartimento di Chimica, Università della Basilicata, Via N. Sauro, 85, 85100 Potenza, Italy

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Reference21 articles.

1. Recent stereoselective synthetic approaches to β-amino acids

2. Kingston, D. G. I.Pharmacol. Ther.1991,52, 1. Swindell, C. S.Org. Prep. Proc. Int.1991,23, 465. Bormann, S.Chem. Eng. News1991,69(35), 11;1992,70(41), 30. Potier, P.; Guènard, D.; Guèritte-Voegelein, F.Acc. Chem. Res.1993,26, 160. Lavelle, F.; Guèritte-Voegelein, F.; Guènard, D.Bull. Cancer1993,80, 326. Kingston, D. G. I.; Molinero, A. A.; Rimoldi, J. M.Prog. Chem. Org. Nat. Prod.1993,61, Suffness, L. M. InAnnual Reportsin Medicinal Chemistry; Bristol, J. A., Ed.; Academic Press:  San Diego, 1993; Vol. 28, pp 305−314. Nicolaou, K. C.; Dai, W-M.; Guy, R. K.Angew. Chem., Int. Ed. Engl.1994,33, 15.

3. Plant antitumor agents. VI. Isolation and structure of taxol, a novel antileukemic and antitumor agent from Taxus brevifolia

4. Orally potent human renin inhibitors derived from angiotensinogen transition state: design, synthesis, and mode of interaction

5. Nucleophilic opening of 2,3-epoxy acids and amides mediated by titanium isopropoxide. Highly enhanced C-3 selectivity

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