Biomimetic total synthesis of angiopterlactone B and other potential natural products

TitleBiomimetic total synthesis of angiopterlactone B and other potential natural products
Publication TypeJournal Article
Year of Publication2017
AuthorsKotammagari, TK, Gonnade, RG, Bhattacharya, AK
JournalOrganic Letters
Volume19
Issue13
Pagination3564-3567
Date PublishedJUL
Type of ArticleArticle
AbstractA one-pot biomimetic synthesis of (-)-angiopterlactone B and its enantiomer (+)-angiopterlactone B has been accomplished via TBAF-catalyzed tandem ring contraction followed by oxa-Michael/Michael addition sequence. Comparison of specific optical rotations, absolute configurations, and CD spectra of natural, synthesized (-)-angiopterlactone B and (+)-angiopterlactone B unequivocally proves that the isolated angiopterlactone B must be levorotatory. Synthesis of hitherto undiscovered natural products 18 and 20 and analogues of angiopterlactone B demonstrate the versatility of this method.
DOI10.1021/acs.orglett.7b01525
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)6.732
Divison category: 
Center for Material Characterization (CMC)
Organic Chemistry

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