title: Gas extrusion in natural products total synthesis.
abstract: The thermodynamic driving force from the release of a gaseous molecule drives a broad range of synthetic transformations. This review focuses on gas expulsion in key reactions within natural products total syntheses, selected from the past two decades. The highlighted examples survey transformations that generate sulfur dioxide, carbon dioxide, carbonyl sulfide, or nitrogen through polar, radical, pericyclic, photochemical, or organometallic mechanisms. Of particular interest are applications wherein the gas extrusion enables formation of a synthetically challenging motif, such as an unusually hindered or strained bond.
authors.affiliation: Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, Shanghai 200062, PR China. xfjiang@chem.ecnu.edu.cn
authors.forename: Xuefeng
authors.initials: X
authors.lastname: Jiang
authors.forename: Lei
authors.initials: L
authors.lastname: Shi
authors.forename: Hui
authors.initials: H
authors.lastname: Liu
authors.forename: Akbar H
authors.initials: AH
authors.lastname: Khan
authors.forename: Jason S
authors.initials: JS
authors.lastname: Chen
mesh_terms: D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry; D002245:Carbon Dioxide / Q000737:chemistry; D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D005740:Gases / Q000737:chemistry*; D009584:Nitrogen / Q000737:chemistry; D013440:Sulfides / Q000737:chemistry; D013458:Sulfur Dioxide / Q000737:chemistry
chemical_list: D001688:Biological Products; D005740:Gases; D013440:Sulfides; D013458:Sulfur Dioxide; D002245:Carbon Dioxide; D009584:Nitrogen