Direct selective and controlled protection of multiple hydroxyl groups in polyols via iterative regeneration of stannylene acetals

作者：Simas Alessandro B C^*; da Silva Angelo A T; dos Santos Filho Tarcizio J; Barroso Pedro T W

来源：Tetrahedron Letters, 2009, 50(23): 2744-2746.

DOI：10.1016/j.tetlet.2009.03.114

• Polyol
• Stannylene acetal
• Catalysis
• Benzylation

A direct selective protection (O-benzylation) of two or more hydroxyl groups in polyols displaying diverse Structural patterns was made possible by the establishment of conditions that enable an efficient turnover for the Bu(2)Sn group, initially at the corresponding stannylene acetals (only similar to 1.0 mol equiv of Bu(2)SnO was employed). It was also demonstrated that one might exert control over the number of protected groups, by means of appropriate tuning of reaction conditions. The feasibility of a substoichiometric (tin source) catalytic protocol was demonstrated as well.

• 出版日期2009-6-10