Ring opening of optically active cis-disubstituted aziridino alcohols: An enantiodivergent synthesis of functionalized amino alcohol derivatives

Heterocycles

Volumn 42, Issue 2, 1996, Pages 701-722

  Fuji, Kaoru ^a   Kawabata, Takeo ^a   Kiryu, Yoshimitsu ^a,b   Sugiura, Yukio ^a  

^a KYOTO UNIVERSITY   (Japan)

^b NIIGATA UNIVERSITY OF PHARMACY AND APPLIED LIFE SCIENCES   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000364997     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-95-S76     Document Type: Article

References (20)

1. For an excellent review, see: D. Tanner, Angew. Chem., Int. Ed. Engl., 1994, 33, 599.
2. Related ring-opening reactions of aziridino alcohols have been reported: a) D. Tanner, H. M. He, and P. Somfai, Tetrahedron, 1992, 48, 6069. b) F. A. Davis and P. Zhou, Tetrahedron Lett., 1994, 35, 7525.
3. Related ring-opening reactions of aziridino alcohols have been reported: a) D. Tanner, H. M. He, and P. Somfai, Tetrahedron, 1992, 48, 6069. b) F. A. Davis and P. Zhou, Tetrahedron Lett., 1994, 35, 7525.
4. Parts of this work have been published in a preliminary form: T. Kawabata, Y. Kiryu, Y. Sugiura, and K. Fuji, Tetrahedron Lett., 1993, 34, 5127.
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18. 10b However, it is reasonably assumed that it must to be (3S, 4S) since the configuration is an essential requirement for biological activity of the related peptides, see reference 10a and D. H. Rich, J. Med. Chem., 1985, 28, 263.
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