(Triisopropylsilyl)acetaldehyde acetal as a novel protective group for 1,2-diols

Tetrahedron Letters

Volumn 47, Issue 31, 2006, Pages 5553-5555

  Uenishi, Jun'ichi ^a   Tanaka, Yusuke ^a   Kawai, Nobuyuki ^a  

^a KYOTO PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ACETAL DERIVATIVE; ACETALDEHYDE; ACETIC ACID; ALDEHYDE DERIVATIVE; CHLOROTRIISOPROPYLSILANE; LITHIUM DERIVATIVE; MANNOSIDE; SILANE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DEPROTECTION REACTION; SYNTHESIS;

EID: 33745254200     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.05.121     Document Type: Article

References (17)

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12. 4 promoted cleavage of the diol gave 5.
13. 3 solution and extracted with EtOAc. Compound 3 was obtained after a purification by column chromatography on silica gel.
14. 4. Lipshutz B.H., and Harvey P.F. Syn. Commun. 12 (1982) 267
15. 4 and condensed. The residue was purified by flush column chromatography on silica gel to give diol 1.
16. Similar deprotection of 4-trimethysilylmethyl-1,3-dioxolanes lead to ketone or aldehyde was reported. See,. Lillie B.M., and Avery M.A. Tetrahedron Lett. 35 (1994) 969
17. More details of protection and deprotection for TIPS-AA of 1,2- and 1,3-diols including scope and limitation will be described in a full article.