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Ladder Polyether Synthesis via Epoxide-Opening Cascades Directed by a Disappearing Trimethylsilyl Group
- Source :
- PMC
- Publication Year :
- 2013
-
Abstract
- Epoxide-opening cascades offer the potential to construct complex polyether natural products expeditiously and in a manner that emulates the biogenesis proposed for these compounds. Herein we provide a full account of our development of a strategy that addresses several important challenges of such cascades. The centerpiece of the method is a trimethylsilyl (SiMe[subscript 3]) group that serves several purposes and leaves no trace of itself by the time the cascade has come to an end. The main function of the SiMe[subscript 3] group is to dictate the regioselectivity of epoxide opening. This strategy is the only general method of effecting endo-selective cascades under basic conditions.<br />Johnson & Johnson (Fellowship)<br />Boehringer Ingelheim Pharmaceuticals (Fellowship)<br />US-UK Fulbright Commission
Details
- Database :
- OAIster
- Journal :
- PMC
- Notes :
- application/pdf, en_US
- Publication Type :
- Electronic Resource
- Accession number :
- edsoai.on1141894112
- Document Type :
- Electronic Resource