Rapid stereoselective access to key pumiliotoxin precursors from a common intermediate.
Publication
, Journal Article
O'Mahony, G; Nieuwenhuyzen, M; Armstrong, P; Stevenson, PJ
Published in: J Org Chem
May 28, 2004
Epoxidation and dihydroxylation of 8-methyl-2,3,6,8a-tetrahydro-1H-indolizin-5-one proceeded from the concave face with good selectivity and gave advanced precursors for pumiliotoxin and allopumiliotoxin synthesis, respectively. The origin of the selectivity is believed to be stereoelectronic in nature and allows rapid entry to three different pumiliotoxin classes from a common intermediate.
Duke Scholars
Published In
J Org Chem
DOI
ISSN
0022-3263
Publication Date
May 28, 2004
Volume
69
Issue
11
Start / End Page
3968 / 3971
Location
United States
Related Subject Headings
- Stereoisomerism
- Organic Chemistry
- Molecular Structure
- Models, Molecular
- Indolizines
- Hydroxylation
- Epoxy Compounds
- Crystallography, X-Ray
- Anura
- Animals
Citation
APA
Chicago
ICMJE
MLA
NLM
O’Mahony, G., Nieuwenhuyzen, M., Armstrong, P., & Stevenson, P. J. (2004). Rapid stereoselective access to key pumiliotoxin precursors from a common intermediate. J Org Chem, 69(11), 3968–3971. https://doi.org/10.1021/jo0497205
O’Mahony, Gavin, Mark Nieuwenhuyzen, Paul Armstrong, and Paul J. Stevenson. “Rapid stereoselective access to key pumiliotoxin precursors from a common intermediate.” J Org Chem 69, no. 11 (May 28, 2004): 3968–71. https://doi.org/10.1021/jo0497205.
O’Mahony G, Nieuwenhuyzen M, Armstrong P, Stevenson PJ. Rapid stereoselective access to key pumiliotoxin precursors from a common intermediate. J Org Chem. 2004 May 28;69(11):3968–71.
O’Mahony, Gavin, et al. “Rapid stereoselective access to key pumiliotoxin precursors from a common intermediate.” J Org Chem, vol. 69, no. 11, May 2004, pp. 3968–71. Pubmed, doi:10.1021/jo0497205.
O’Mahony G, Nieuwenhuyzen M, Armstrong P, Stevenson PJ. Rapid stereoselective access to key pumiliotoxin precursors from a common intermediate. J Org Chem. 2004 May 28;69(11):3968–3971.
Published In
J Org Chem
DOI
ISSN
0022-3263
Publication Date
May 28, 2004
Volume
69
Issue
11
Start / End Page
3968 / 3971
Location
United States
Related Subject Headings
- Stereoisomerism
- Organic Chemistry
- Molecular Structure
- Models, Molecular
- Indolizines
- Hydroxylation
- Epoxy Compounds
- Crystallography, X-Ray
- Anura
- Animals