Preparation of keto ethers of 5-hydroxycyclooctanone via a nonclassical protection method

Synthesis

Volumn , Issue 2, 2008, Pages 188-190

  Mohr, Parveen Choudhary ^a   Rademacher, Paul ^a  

^a UNIVERSITY OF DUISBURG ESSEN   (Germany)

Author keywords

Hydride shift; Medium rings; Protection; Trans annular reaction; Transannular acetals

Indexed keywords

HYDRIDE SHIFTS; HYDROXY GROUP; HYDROXYCYCLOOCTANONE; MEDIUM RINGS; TRANSANNULAR HEMIACETALS;

ALCOHOLS; CHEMICAL SHIFT; HYDRIDES; HYDROCHLORIC ACID;

KETONES;

1 ETHOXY 9 OXABICYCLO[3.3.1]NONANE; 1 METHOXY 9 OXABICYCLO[3.3.1]NONANE; 5 ETHOXYCYCLOOCTANONE; 5 HYDROXYCYCLOOCTANONE; 5 METHOXYCYCLOOCTANONE; ACETAL DERIVATIVE; ALCOHOL; ETHER DERIVATIVE; HYDROCHLORIC ACID; HYDROXYL GROUP; KETOL; KETONE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; SYNTHESIS; THIN LAYER CHROMATOGRAPHY;

EID: 38849129397     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2007-1000854     Document Type: Article

References (10)

1. Greene, T. W.; Wuts, P. G. M. Protective Groups in Organic Synthesis; Wiley: New York, 1999.
2. Kocienski, P. J. Protecting Groups; Thieme Verlag: Stuttgart, 2004, 3rd ed.
3. Zhao, S.; Mehta, G.; Helquist, P. Tetrahedron Lett. 1991, 32, 5753.
4. Yamago, S.; Nakamura, E. Tetrahedron 1989, 45, 3081.
5. Davies, J. A.; Hassall, C. H.; Rogers, I. H. J. Chem. Soc. C 1969, 1358.
6. Rademacher, P.; Choudhary Mohr, P. Org. Biomol. Chem. 2007, 5, 2698.
7. Wiberg, K. B.; Morgan, K. M.; Maltz, H. J. Am. Chem. Soc. 1994, 116, 11067.
8. McMurry, J. E.; Lectka, T.; Hodge, C. N. J. Am. Chem. Soc. 1989, 111, 8867.
9. Choudhary Mohr, P. Ph. D. Thesis; University of Duisburg-Essen: Germany, 2006.
10. Meier, H.; Petersen, H. Synthesis 1978, 596.