Use of hindered silyl ethers as protecting groups for the non-aldol aldol process

Organic Letters

Volumn 5, Issue 17, 2003, Pages 3159-3161

  Jung, Michael E ^a   Hoffmann, Barbara ^a   Rausch, Bernhard ^a   Contreras, Jean Marie ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

3,5 BIS(SILYLOXY)ALKANAL DERIVATIVE; ALKANE DERIVATIVE; ALKENE; EPOXIDE; SILANE DERIVATIVE; TETRAHYDROFURAN DERIVATIVE; UNCLASSIFIED DRUG;

ALDOL REACTION; ARTICLE; CHEMICAL STRUCTURE; EPOXIDATION; SILYLATION;

ALDEHYDES; ETHERS; ORGANOSILICON COMPOUNDS; PROPIONATES;

EID: 0141631780     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol035295a     Document Type: Article

References (5)

1. Jung, M. E.; D'Amico, D. C. J. Am. Chem. Soc. 1993, 115, 12208-09.
2. Jung, M. E.; D'Amico, D. C. J. Am. Chem. Soc. 1997, 119, 12150-58.
3. Jung, M. E.; Lee, W. S.; Sun, D. Org. Lett. 1999, 1, 307-9.
4. Jung, M. E.; van den Heuvel, A. Tetrahedron Lett. 2002, 43, 8169-72.
5. Structures of the products were proven by analysis of the coupling constants and NOEs of the appropriate protons of the acetonides made by hydride reduction of the aldehyde, removal of the secondary silyl ether, and ketal formation with dimethoxypropane.