Diastereoselective Synthesis of Cyclopropyl Boronic Esters. -A simple and efficient protocol for the conversion of 1-alkynes to 2-alkylcyclopropanols is described. Thus, 1-alkyne-derived alkynyl boronic esters (I) are converted to chiral tartrates (IV) and then subjected to cyclopropanation providi
ChemInform Abstract: Synthesis of Enantiomerically Pure Cyclopropyl Boronic Esters.
β Scribed by J. E. A. LUITHLE; J. PIETRUSZKA
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 30 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0931-7597
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β¦ Synopsis
1998 organo-boron compounds, isocyclic C derivatives organo-boron compounds, isocyclic C derivatives S 0044
06 -199
Synthesis of Enantiomerically Pure Cyclopropyl Boronic Esters.
-Enantiomerically pure cyclopropyl boronic esters (V) and (VI), which are synthetic building blocks, are prepared by cyclopropanation using the diol (I) as chiral protecting group. -(LUITHLE,
π SIMILAR VOLUMES
Highly stable, enantiomerically pure cyclopropylboronic esters are desirable building blocks for the preparation of a plethora of different cyclopropane derivatives. Whereas trans-configured compounds proved to be readily available, we herein report the first synthesis of the corresponding cis-