Diastereoselective Passerini reactions using p-toluenesulfonylmethyl isocyanide (TosMIC) as the isonitrile component

Tetrahedron Letters

Volumn 47, Issue 33, 2006, Pages 5977-5980

  Radha Krishna, Palakodety ^a   Dayaker, G ^a   Narasimha Reddy, P V ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

Diastereoselective adducts; Passerini reaction; Three component Passerini reactions; TosMIC; Two component

Indexed keywords

ALDEHYDE; CYANIDE; ISOCYANIC ACID DERIVATIVE; ISONITRILE DERIVATIVE; SUGAR; TOLUENE;

ARTICLE; CHEMICAL REACTION; DIASTEREOISOMER; ENANTIOSELECTIVITY; PASSERINI REACTION;

EID: 33745825581     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.06.044     Document Type: Article

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26. 4), concentrated under reduced pressure and purified by column chromatography (silica gel 60-120 mesh, EtOAc: n-hexane, 1:1) to give 1b, 1c, 2b, 3b, 5b-8b, 9b, and 9c in 35-95% yields.
27. 8S: C, 59.32; H, 6.27%. Found: C, 59.30; H, 6.30%.