An enantio- and diastereoselective synthesis of (-)-isoretronecanol and (+)-trachelanthamidine from a meso precursor

Heterocycles

Volumn 49, Issue 1, 1998, Pages 33-37

  Konno, Hiroyuki ^a   Kishi, Masayo ^a   Hiroya, Kou ^a   Ogasawara, Kunio ^a  

^a TOHOKU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ISORETRONECANOL; PYRROLIZIDINE DERIVATIVE; TRACHELANTHAMIDINE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL MODIFICATION; CHEMICAL REACTION; STEREOCHEMISTRY; SYNTHESIS;

EID: 0032585381     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-97-s4     Document Type: Article

References (9)

1. K. Hiroya, Y. Kurihara, and K. Ogasawara, Angew. Chem., Int. Ed. Engl., 1995, 34, 2287.
2. For preceding utilizations as a chiral building block, see: a) T. Kamikubo, K. Hiroya, and K. Ogasawara, Tetrahedron Lett., 1996, 37, 499.
3. b) H. Konno, K. Hiroya, and K. Ogasawara, Tetrahedron Lett., 1997, 38, 6023.
4. For reviews on the chemistry of the pyrrolidine alkaloids, see: a) F. Warren, 'The Alkaloids,' Vol. XII, ed. by R. F. Manske, Academic Press, New York, 1970, pp. 245-331.
5. b) D. J. Robins, Fortsch. Chem. Org. Naturst, 1981, 116.
6. c) M. Ikeda, T. Sato, and H. Ishibashi, Heterocycles, 1988, 27, 1465.
7. d) T. Hudlicky, G. Seoane, J. D. Price, and K. G. Gadamasetti, Synlett, 1990, 433.
8. e) W. -M. Dai and Y. Nagao, Heterocycles, 1990, 30, 1231.
9. f) J. R. Liddell, Nat. Prod. Rep., 1996, 13, 187 and the preceding reviews.