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Applications of Mitsunobu Reaction in total synthesis of natural products
Author(s) -
Heravi Majid M.,
Ghalavand Nastaran,
Ghanbarian Manizheh,
Mohammadkhani Leyla
Publication year - 2018
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.4464
Subject(s) - chemistry , mitsunobu reaction , reagent , total synthesis , nucleophile , combinatorial chemistry , organic chemistry , protonation , scope (computer science) , primary (astronomy) , catalysis , ion , physics , astronomy , computer science , programming language
The Mitsunobu Reaction allows the conversion of primary and secondary alcohols to esters, phenyl ethers, thioethers and some other compounds. The nucleophile employed should be acidic, since one of the reagents, diethylazodicarboxylate (DEAD) must be protonated during the course of the reaction, preventing from the formation of unwanted side products. In this review, we try to focus on the scope and preparative synthetic applications of Mitsunobu reaction as a key step in the total synthesis of biologically active natural products.