Chemische Berichte

Stereoselective synthesis of alcohols, XXIII. Transfer of chirality on addition of (α??chloroallyl) boronates to aldehydes

RW Hoffmann, B Landmann

文献索引：Hoffmann, Reinhard W.; Landmann, Bernd Chemische Berichte, 1986 , vol. 119, # 6 p. 2013 - 2024

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被引用次数: 35

摘要

Abstract The preparation of the (α-chloroallyl) boronate 4 of 92% ee is described. Its addition to achiral aldehydes resulted in the homoallyl alcohols 6 of 82–92% ee Cooperative diastereoface selectivity on addition of ent-4 to isopropylideneglyceraldehyde (22) gave the product 23 of high diastereomeric purity. Reagent control of stereoselectivity on addition of 4 to 22 resulted in 25 of 77% diastereomeric purity.