Gurale Bharat P, Sardessai Richa S, Shashidhar Mysore S
Division of Organic Chemistry, CSIR-National Chemical Laboratory, Pashan Road, Pune 411 008, India.
Division of Organic Chemistry, CSIR-National Chemical Laboratory, Pashan Road, Pune 411 008, India.
Carbohydr Res. 2014 Nov 18;399:8-14. doi: 10.1016/j.carres.2014.08.010. Epub 2014 Aug 23.
Synthetic sequences starting from commercially available myo-inositol necessarily involve protection-deprotection strategies of its six hydroxyl groups. Several strategies have been developed/attempted over the last several decades leading to the synthesis of naturally occurring phosphoinositols, their analogs, and cyclitol derivatives. Of late, myo-inositol 1,3-acetals, which can be obtained by the reductive cleavage of myo-inositol orthoesters have emerged as early intermediates for the synthesis of phosphorylated and other inositol derivatives. This mini-review is an attempt to illustrate the economy and convenience of using myo-inositol 1,3-acetals as early intermediates during syntheses from myo-inositol.
从市售的肌醇开始的合成序列必然涉及对其六个羟基的保护-脱保护策略。在过去几十年中已经开发/尝试了几种策略,从而实现了天然存在的磷酸肌醇、其类似物和环糖醇衍生物的合成。近来,可通过肌醇原酸酯的还原裂解得到的肌醇1,3-缩醛已成为合成磷酸化和其他肌醇衍生物的早期中间体。本综述旨在说明在从肌醇开始的合成过程中使用肌醇1,3-缩醛作为早期中间体的经济性和便利性。