An interesting issue of Diels-Alder selectivity discovered en route to 11-O-debenzoyltashironin

Organic Letters

Volumn 8, Issue 25, 2006, Pages 5693-5695

  Cook, Silas P ^a   Danishefsky, Samuel J ^a,b  

^a Och Spine at New York Presbyterian Hospitals   (United States)

^b MEMORIAL SLOAN KETTERING CANCER CENTER   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

11 O DEBENZOYLTASHIRONIN; 11-O-DEBENZOYLTASHIRONIN; ALCOHOL DERIVATIVE; ALDEHYDE; BICYCLO COMPOUND; BRIDGED COMPOUND; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; IODINE; UNCLASSIFIED DRUG;

ARTICLE; CHEMISTRY; OXIDATION REDUCTION REACTION; SYNTHESIS;

ALCOHOLS; ALDEHYDES; BICYCLO COMPOUNDS; BRIDGED COMPOUNDS; INDICATORS AND REAGENTS; IODINE; OXIDATION-REDUCTION;

EID: 33846281195     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol062067i     Document Type: Article

References (8)

1. For a recent account of our laboratory's involvement in this area, see: Wilson, R. M.; Danishefsky, S. J. Acc. Chem. Res. 2006, 39, 539.
2. Huang, J. M.; Yokoyama, R.; Yang, C. S.; Fukuyama, Y. J. Nat. Prod. 2001, 64, 428.
3. Fukuyama, Y.; Shida, N.; Kodama, M. Tetrahedron Lett. 1995, 36, 583.
4. (a) Tamura, Y.; Yakura, T.; Haruta, J. I.; Kita, Y. J. Org. Chem. 1987, 52, 3927.
5. (b) Pelter, A.; Elgendy, S. Tetrahedron Lett. 1988, 29, 677.
6. Liao, C. C.; Peddinti, R. K. Acc. Chem. Res. 2002, 35, 856 and references cited therein.
7. Isaac, M. B.; Chan, T-H. J. Chem. Soc., Chem. Commun. 1995, 1003.
8. Crystallographic data (excluding structural data) for the cycloaddition product in Table 1, entry 1, have been deposited with the Cambridge Crystallographic Data Centre (CCDC as Deposition No. CCDC 61734).