Synthesis of (-)-pinolidoxin: Divergent synthetic strategy exploiting a common silacyclic precursor

Organic Letters

Volumn 4, Issue 17, 2002, Pages 3005-3007

  Liu, Dong ^a   Kozmin, Sergey A ^a  

^a UNIVERSITY OF CHICAGO   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; KETONE; PHENYLALANINE AMMONIA LYASE; PINOLIDOXIN; SILICON DERIVATIVE;

ARTICLE; ASCOMYCETES; CHEMICAL STRUCTURE; CHEMISTRY; DRUG ANTAGONISM; FUNGUS; STEREOISOMERISM; SYNTHESIS;

ALKENES; ASCOMYCOTA; FUNGI; KETONES; MOLECULAR STRUCTURE; PHENYLALANINE AMMONIA-LYASE; SILICON COMPOUNDS; STEREOISOMERISM;

EID: 0000328257     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol026433j     Document Type: Article

References (20)

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2. For another synthesis of pinolidoxin reported during submission of the present manuscript, see: (a) Fürstner, A.; Radkowski, K.; Wirtz, C.; Goddrad, R.; Lehmann, C. W.; Mynott, R. J. Am. Chem. Soc. 2002, 124, 7061-7069. For an earlier communication, see:
3. (b) Fürstner, A.; Radkowski, K. Chem. Commun. 2001, 671.
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20. Higher diastereoselectivity was observed under the same conditions in the absence of the sorbate side chain (trans:cis = 83:17).