Rh(I)-catalyzed ring opening of an IMDAF-derived oxabicyclo cycloadduct as the key step in the synthesis of (+/-)-epi-zephyranthine.
Publication
, Journal Article
Wang, Q; Padwa, A
Published in: Organic letters
June 2004
[reaction: see text] A new strategy for epi-zephyranthine has been developed that is based in part on an extraordinarily facile intramolecular Diels-Alder reaction of a 2-imido-substituted furan. By using a Rh(I)-catalyzed ring opening of the resulting oxabicyclic adduct, the cis-diol stereochemistry of epi-zephyranthine was established.
Duke Scholars
Published In
Organic letters
DOI
EISSN
1523-7052
ISSN
1523-7060
Publication Date
June 2004
Volume
6
Issue
13
Start / End Page
2189 / 2192
Related Subject Headings
- Stereoisomerism
- Rhodium
- Phenanthridines
- Organic Chemistry
- Indoles
- Furans
- Catalysis
- Bridged Bicyclo Compounds, Heterocyclic
- Amaryllidaceae Alkaloids
- Alkaloids
Citation
APA
Chicago
ICMJE
MLA
NLM
Wang, Q., & Padwa, A. (2004). Rh(I)-catalyzed ring opening of an IMDAF-derived oxabicyclo cycloadduct as the key step in the synthesis of (+/-)-epi-zephyranthine. Organic Letters, 6(13), 2189–2192. https://doi.org/10.1021/ol049348f
Wang, Qiu, and Albert Padwa. “Rh(I)-catalyzed ring opening of an IMDAF-derived oxabicyclo cycloadduct as the key step in the synthesis of (+/-)-epi-zephyranthine.” Organic Letters 6, no. 13 (June 2004): 2189–92. https://doi.org/10.1021/ol049348f.
Wang Q, Padwa A. Rh(I)-catalyzed ring opening of an IMDAF-derived oxabicyclo cycloadduct as the key step in the synthesis of (+/-)-epi-zephyranthine. Organic letters. 2004 Jun;6(13):2189–92.
Wang, Qiu, and Albert Padwa. “Rh(I)-catalyzed ring opening of an IMDAF-derived oxabicyclo cycloadduct as the key step in the synthesis of (+/-)-epi-zephyranthine.” Organic Letters, vol. 6, no. 13, June 2004, pp. 2189–92. Epmc, doi:10.1021/ol049348f.
Wang Q, Padwa A. Rh(I)-catalyzed ring opening of an IMDAF-derived oxabicyclo cycloadduct as the key step in the synthesis of (+/-)-epi-zephyranthine. Organic letters. 2004 Jun;6(13):2189–2192.
Published In
Organic letters
DOI
EISSN
1523-7052
ISSN
1523-7060
Publication Date
June 2004
Volume
6
Issue
13
Start / End Page
2189 / 2192
Related Subject Headings
- Stereoisomerism
- Rhodium
- Phenanthridines
- Organic Chemistry
- Indoles
- Furans
- Catalysis
- Bridged Bicyclo Compounds, Heterocyclic
- Amaryllidaceae Alkaloids
- Alkaloids