Gehlawat Anju, Prakash Ranjana, Pandey Satyendra Kumar
School of Chemistry and Biochemistry, Thapar Institute of Engineering and Technology Patiala-147 001 India
Department of Chemistry, Institute of Science, Banaras Hindu University Varanasi-221 005 India
RSC Adv. 2020 May 22;10(33):19655-19658. doi: 10.1039/d0ra04267f. eCollection 2020 May 20.
A short, efficient and novel approach for multifunctionalized γ-butyrolactone paraconic acids and its application to the total synthesis of (+)-nephrosteranic acid from readily available PMB ()-glycidyl ether as a starting material are described. Key transformations include asymmetric Michael addition catalyzed by chiral diphenylprolinol silyl ether and stereoselective α-methylation.
描述了一种简短、高效且新颖的方法来制备多功能化的γ-丁内酯对映康酸,并将其应用于以易得的对甲氧基苄基(PMB)()-缩水甘油醚为起始原料全合成(+)-肾甾烷酸。关键转化包括手性二苯基脯氨醇硅醚催化的不对称迈克尔加成和立体选择性α-甲基化。