An intramolecular [2+2] photocycloaddition-fragmentation approach towards the total synthesis of asteriscanolide

Tetrahedron Letters

Volumn 37, Issue 13, 1996, Pages 2177-2180

  Booker Milburn, Kevin I ^a   Cowell, Justin K ^a  

^a UNIVERSITY OF EAST ANGLIA   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ASTERISCANOLIDE; LACTONE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; PHOTOCHEMISTRY; REACTION ANALYSIS; STEREOCHEMISTRY; TECHNIQUE;

EID: 0029930206     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00224-9     Document Type: Article

References (13)

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4. (b) R.K. Boeckman, Jr. and D.M. Demko, J. Org. Chem., 1982, 47 , 1789.
5. (a) R.M. Coates, P.D. Senter and W.R. Baker, J.Org.Chem., 1982,47, 3597;
6. (b) T. Rajamannar and K.K. Balasubramanian, Tetrahedron Lett., 1988, 29, 5789.
7. All irradiations were conducted in a standard water cooled pyrex immersion well photoreactor (100ml) using a 125W medium pressure mercury discharge lamp.
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10. 2). Full crystallographic details of 13 and 14 can be obtained from the author and will be reported in due course.
11. For related reactions using vinylogous amides see: (a) F.M. Schell, P.M. Cook, S.W. Hawkinson, R.E. Cassady and W.E. Thiessen, J. Org. Chem., 1979, 44, 1380;
12. (b) C.S. Swindell and P.B. Patel, J. Org. Chem., 1990, 55, 3.
13. D.G. Lee and M. Van den Engh, Can. J. Chem., 1972, 50, 3129.