| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5216921 | Tetrahedron | 2013 | 7 Pages |
Abstract
Ether transfer methodology is capable of stereoselectively generating 1,3-diol mono- and diethers in good yield. Surprisingly, allylic and benzylic substrates provide none of the desired products when exposed to previously optimized conditions of iodine monochloride. Herein, second-generation activation conditions for ether transfer have been developed that circumvents undesired side reactions for these substrates. The application of this chemistry to the enantioselective synthesis of diospongins A and B has now been accomplished.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Eric Stefan, Ansel P. Nalin, Richard E. Taylor,