Chiral Vinyl Anions for "Carbonyl Umpolung". Non-Chelate-Controlled Addition of an Enantiomerically Pure Vinyllithium Reagent toO-Protected 3-Hydroxybutyraldehydes
- 1 January 1990
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1990 (10) , 587-588
- https://doi.org/10.1055/s-1990-21174
Abstract
(2R,4R)-2,4-Dibenzyloxy-1-pentanol (7) is available by stereoselective reaction of the chiral vinyllithium reagent 1b ((R)-1-bromo-1-lithio-3-[(2-methoxyethoxy)methoxy]-1-butene) with (R)-3-benzyloxybutyraldehyde (2). Thus, the addition of a methanol-d1-synthon (-CH2OH) to O-protected 3-hydroxybutyraldehydes is possible in a "non-chelate-controlled" manner.Keywords
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