Copper-catalyzed cyclization of steroidal acylaminoacetylenes: syntheses of novel 11beta-aryl-17,17- spiro[(4'H,5'-methylene)oxazol]-substituted steroids.
Publication
, Journal Article
Jin, C; Burgess, JP; Kepler, JA; Cook, CE
Published in: Org Lett
May 10, 2007
A variety of novel 11beta-aryl-17,17-spiro[(4'H,5'-methylene)oxazol]-substituted steroids have been synthesized in moderate to good yields via copper-catalyzed cyclization of acylaminoacetylenes. The best result was obtained with a catalytic amount of CuI in 1:1 benzene-Et3N at 90 degrees C for 30 min (Ar = 3,4-difluorophenyl; R = ethyl; 97% yield).
Duke Scholars
Published In
Org Lett
DOI
ISSN
1523-7060
Publication Date
May 10, 2007
Volume
9
Issue
10
Start / End Page
1887 / 1890
Location
United States
Related Subject Headings
- Steroids
- Spiro Compounds
- Progesterone Congeners
- Oxazoles
- Organic Chemistry
- Molecular Structure
- Methylation
- Magnetic Resonance Spectroscopy
- Cyclization
- Copper
Citation
APA
Chicago
ICMJE
MLA
NLM
Jin, C., Burgess, J. P., Kepler, J. A., & Cook, C. E. (2007). Copper-catalyzed cyclization of steroidal acylaminoacetylenes: syntheses of novel 11beta-aryl-17,17- spiro[(4'H,5'-methylene)oxazol]-substituted steroids. Org Lett, 9(10), 1887–1890. https://doi.org/10.1021/ol070447d
Jin, Chunyang, Jason P. Burgess, John A. Kepler, and C Edgar Cook. “Copper-catalyzed cyclization of steroidal acylaminoacetylenes: syntheses of novel 11beta-aryl-17,17- spiro[(4'H,5'-methylene)oxazol]-substituted steroids.” Org Lett 9, no. 10 (May 10, 2007): 1887–90. https://doi.org/10.1021/ol070447d.
Jin C, Burgess JP, Kepler JA, Cook CE. Copper-catalyzed cyclization of steroidal acylaminoacetylenes: syntheses of novel 11beta-aryl-17,17- spiro[(4'H,5'-methylene)oxazol]-substituted steroids. Org Lett. 2007 May 10;9(10):1887–90.
Jin, Chunyang, et al. “Copper-catalyzed cyclization of steroidal acylaminoacetylenes: syntheses of novel 11beta-aryl-17,17- spiro[(4'H,5'-methylene)oxazol]-substituted steroids.” Org Lett, vol. 9, no. 10, May 2007, pp. 1887–90. Pubmed, doi:10.1021/ol070447d.
Jin C, Burgess JP, Kepler JA, Cook CE. Copper-catalyzed cyclization of steroidal acylaminoacetylenes: syntheses of novel 11beta-aryl-17,17- spiro[(4'H,5'-methylene)oxazol]-substituted steroids. Org Lett. 2007 May 10;9(10):1887–1890.
Published In
Org Lett
DOI
ISSN
1523-7060
Publication Date
May 10, 2007
Volume
9
Issue
10
Start / End Page
1887 / 1890
Location
United States
Related Subject Headings
- Steroids
- Spiro Compounds
- Progesterone Congeners
- Oxazoles
- Organic Chemistry
- Molecular Structure
- Methylation
- Magnetic Resonance Spectroscopy
- Cyclization
- Copper