Intramolecular diels-alder reaction of chiral silatrienes. Synthesis of 4-sila-3,4,4a,5-tetrahydro-2H-isoquinolin-1-one

Tetrahedron Letters

Volumn 39, Issue 24, 1998, Pages 4261-4262

  Coelho, P ^a,b   Blanco, L ^a  

^a UNIVERSITÉ PARIS SUD   (France)

^b UNIVERSITY OF TRÁS OS MONTES AND ALTO DOURO   (Portugal)

Author keywords

[No Author keywords available]

Indexed keywords

4 SILA 3,4,4A,5 TETRAHYDRO 2H ISOQUINOLIN 1 ONE; SILANE DERIVATIVE; SILICON DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CONFORMATIONAL TRANSITION; DRUG CONFORMATION; DRUG SYNTHESIS; MOLECULAR INTERACTION; STEREOCHEMISTRY; STRUCTURE ACTIVITY RELATION;

BETULACEAE;

EID: 0032508008     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00698-4     Document Type: Article

References (17)

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11. 4. Djerourou, A.; Blanco, L. Tetrahedron Lett. 1991, 32, 6325-6326. This enzymatic monoacylation was generally more chemoselective than usual chemical reactions. In these conditions the corresponding diesters were isolated in 20% yields.
12. 3 show a 6% ee. The e.e. of 7a was not dertermined.
13. 6. For the synthesis of this acid chloride see Dunkelblum, M.R.; Allain, R.; Dreiding, A.S. Helv. Chim. Acta 1970, 53, 2159-2175 and Wiley, R.H.; Hart, A.J. J. Am. Chem. Soc. 1954, 76, 1942-1944.
14. 6. For the synthesis of this acid chloride see Dunkelblum, M.R.; Allain, R.; Dreiding, A.S. Helv. Chim. Acta 1970, 53, 2159-2175 and Wiley, R.H.; Hart, A.J. J. Am. Chem. Soc. 1954, 76, 1942-1944.
15. 3, minor isomer, 0.96H).
16. 3 singulets.
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