title: One-pot synthesis of multisubstituted butyrolactonimidates: total synthesis of (-)-nephrosteranic Acid.
abstract: Multisubstituted chiral butyrolactonimidates have been synthesized via a one-pot, three-step cascade reaction in which (R)-N-tert-butanesulfinyl imidates and α,β-unsaturated diesters undergo highly stereoselective Michael addition, anion-oxidative hydroxylation, and cyclization. The synthesized butyrolactonimidates are versatile intermediates for preparation of substituted butyrolactones and furans. The usefulness of this cascade reaction is demonstrated through the concise total synthesis of natural product (-)-nephrosteranic acid.
authors: Innovative Drug Research Centre and Bioengineering College, Chongqing University , Chongqing 401331, China.
authors: Huijing
authors: H
authors: Wang
authors: Pei
authors: P
authors: Tang
authors: Qilong
authors: Q
authors: Zhou
authors: Dan
authors: D
authors: Zhang
authors: Zhitao
authors: Z
authors: Chen
authors: Hongxiu
authors: H
authors: Huang
authors: Yong
authors: Y
authors: Qin
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D005663:Furans; C456480:nephrosteranic acid; D015107:4-Butyrolactone