Biomimetic total synthesis of angiopterlactone B and other potential natural products
Title | Biomimetic total synthesis of angiopterlactone B and other potential natural products |
Publication Type | Journal Article |
Year of Publication | 2017 |
Authors | Kotammagari, TK, Gonnade, RG, Bhattacharya, AK |
Journal | Organic Letters |
Volume | 19 |
Issue | 13 |
Pagination | 3564-3567 |
Date Published | JUL |
Type of Article | Article |
Abstract | A 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. |
DOI | 10.1021/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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