Solid phase synthesis of ketones from esters

Tetrahedron Letters

Volumn 38, Issue 28, 1997, Pages 4939-4942

  Wallace, Owen B ^a  

^a BRISTOL MYERS SQUIBB   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

KETONE DERIVATIVE;

ACYLATION; ARTICLE; OXIDATION; REACTION ANALYSIS; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; SOLID; SYNTHESIS;

EID: 0030819811     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01085-X     Document Type: Article

References (23)

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18. -1).
19. Yields were calculated based on the initial loading of the resin.
20. 13C NMR and MS.
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23. 2 washing step is of critical importance. If it is omitted, an insoluble precipitate and higher than expected mass return are seen on cleavage of the product from the resin. Presumably, this is due to magnesium salts resulting from collapse of the tetrahedral intermediate i on exposure to the acidic cleavage conditions. (formula presented)