Kumar Rayala Naveen, Lee Seongmin
The Division of Chemical Biology and Medicinal Chemistry, College of Pharmacy, University of Texas at Austin, Austin, TX 78712, USA.
The Division of Chemical Biology and Medicinal Chemistry, College of Pharmacy, University of Texas at Austin, Austin, TX 78712, USA.
Steroids. 2017 Feb;118:68-75. doi: 10.1016/j.steroids.2016.12.012. Epub 2016 Dec 29.
An efficient synthesis of the 23-deoxy-25-epi north unit of cephalostatin 1 has been achieved in 17 steps via reductive and oxidative functionalizations of hecogenin acetate with an overall yield of 3.8%. This synthesis features transetherification-mediated E-ring opening, D-ring oxidation, hemiketalization-mediated E-ring closure, and stereoselective 5/5-spiroketalization.
通过对乙酸海柯皂苷元进行还原和氧化官能团化反应，经17步反应实现了头霉素1的23-脱氧-25-表去甲单元的高效合成，总收率为3.8%。该合成方法的特点包括：通过转醚化介导的E环开环、D环氧化、半缩酮化介导的E环闭环以及立体选择性的5/5-螺缩酮化反应。
