Synthesis of 18R-hydroxy-epiallo-yohimbines from (-)-3-iso- 19,20- dehydro-β-yohimbine: An enantiospecific route to deserpidine and reserpine analogues from secologanin

Tetrahedron Letters

Volumn 41, Issue 30, 2000, Pages 5631-5635

  Binns, Falmai ^a   Brown, Richard T ^a   Dauda, Bukar E N ^a  

^a UNIVERSITY OF MANCHESTER   (United Kingdom)

Author keywords

Addition reaction; Alkaloids; Indole; Regioselection; Stereoselection; Terpene

Indexed keywords

DESERPIDINE; RESERPINE DERIVATIVE; SECOLOGANIN; TERPENE; UNCLASSIFIED DRUG; YOHIMBINE DERIVATIVE;

ARTICLE; CYCLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; ENANTIOMER; HYDRATION; ISOMERISM; OXIDATION; STEREOCHEMISTRY;

EID: 0034702581     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00913-8     Document Type: Article

References (6)

1. For recent reviews, see: (a) Hanessian, S.; Pan, J.; Carnell, A.; Bouchard, H.; Lesage, L. J. Org. Chem. 1997, 62, 465-473. (b) Szantay, C.; Honty, K. In Monoterpenoid Indole Alkaloids; Saxton, J. E., Ed.; John Wiley: Chichester, 1994; chapter 4, and references cited therein.
2. For recent reviews, see: (a) Hanessian, S.; Pan, J.; Carnell, A.; Bouchard, H.; Lesage, L. J. Org. Chem. 1997, 62, 465-473. (b) Szantay, C.; Honty, K. In Monoterpenoid Indole Alkaloids; Saxton, J. E., Ed.; John Wiley: Chichester, 1994; chapter 4, and references cited therein.
3. Brown, R. T.; Pratt, S. B.; Richards, P. Tetrahedron Lett. 2000, 41, 5627-5630.
4. Overman, L. E.; Campbell, C. B. J. Org. Chem. 1974, 39, 1474-1478.
5. Szantay, C.; Blasko, G.; Honty, K.; Baitz-Gacs, E.; Toke, L. Ann. Chem. 1983, 1292-1309.
6. 2-19).