Abstract
(Chemical Equation Presented) A means to induce dehydrodimerization of Seebach's oxazolidinone (5), the stereochemical outcome of which is entirely temperature dependent, is described. The resultant dimers 3 and 4 are precursors to (R,R′)-α,α′-biproline (1) and meso-α, α′-biproline (2), respectively. An organohypobromite and an iminium halide are proposed to serve as electrophiles in the reaction with the enolate of 5 to give 3 and 4, respectively.
Original language | English (US) |
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Pages (from-to) | 35-38 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 7 |
Issue number | 1 |
DOIs | |
State | Published - Jan 6 2005 |