Abstract
An array of examples of diastereoselective, phosphate-tether-mediated ring-closing metathesis reactions, which highlight the importance of product ring size and substrate stereochemical compatibility, as well as complexity, is reported. Studies focus primarily on the formation of bicyclo[n.3.1]phosphates, involving the coupling of C2-symmetric dienediol subunits with a variety of simple, as well as complex, alcohol partners. Phosphate-tether mediation: An array of examples of diastereoselective, phosphate-tether-mediated ring-closing metathesis reactions, which highlight the importance of product ring size and substrate stereochemical complexity, is reported (see scheme). Bicyclo[n.3.1]phosphates can be prepared utilizing the tripodal coupling of C2-symmetric dienediol subunits with a variety of simple, as well as complex alcohol partners.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 8088-8093 |
| Number of pages | 6 |
| Journal | Chemistry - A European Journal |
| Volume | 19 |
| Issue number | 25 |
| DOIs | |
| State | Published - Jun 17 2013 |
| Externally published | Yes |
Keywords
- bicyclic phosphate
- diastereotopic differentiation
- natural products
- phosphate tether
- ring-closing metathesis
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