Titanium(II)-mediated cyclizations of (silyloxy)enynes: A total synthesis of (-)-7-demethylpiericidin A1

Journal of the American Chemical Society

Volumn 128, Issue 2, 2006, Pages 408-409

  Keaton, Katie A ^a   Phillips, Andrew J ^a  

^a UNIVERSITY OF COLORADO   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

(SILYLOXY)ENYNE DERIVATIVE; 7 NORPIERICIDIN A1; ANTIBIOTIC AGENT; PYRIDINE DERIVATIVE; SILANE DERIVATIVE; SN 198; UNCLASSIFIED DRUG;

ARTICLE; CYCLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; REACTION ANALYSIS; SILYLATION; SONOGASHIRA REACTION; STRUCTURE ANALYSIS;

ALKENES; ALKYNES; CYCLIZATION; PYRIDINES; SILANES; TITANIUM;

EID: 31544453954     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja057434k     Document Type: Article

References (32)

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29. 2, THF-dioxane, 75% over two steps).
30. 1H NMR analysis of the crude reaction mixture, this reaction produces a single diastereoisomer (dr >95:5). In this instance, the major side reaction is simple reduction of the enyne.
31. 3- impregnated silica.
32. See the Supporting Information for details.