On the mechanism of the deoxygenation of secondary alcohols by the reduction of their methyl xanthates by tin hydrides

A new method for the deoxygenation of secondary alcohols

Barton, D. H. R., & McCombie, S. W. (1975) · Journal of the Chemical Society Perkin Transactions 1 · doi:10.1039/p19750001574 · Cited by 1,666

Modern methods for the radical deoxygenation of alcohols

Hartwig, W. (1983) · Tetrahedron · doi:10.1016/s0040-4020(01)91972-6 · Cited by 324

Steroids and sex hormones. Part 262. The radical induced stannane reduction of selenoesters and selenocarbonates: A new method for the degradation of carboxylic acids to nor‐alkanes and for desoxygenation of alcohols to alkanes

Pfenninger, J., Heuberger, C., & Graf, W. (1980) · Helvetica Chimica Acta · doi:10.1002/hlca.19800630823 · Cited by 113

Radical-Induced Deoxygenation of Primary Alcohols

Barton, D. H. R., Motherwell, W. B., & Stange, A. F. (1981) · Synthesis · doi:10.1055/s-1981-29587 · Cited by 110

Diaryl telluroxides as new mild oxidising reagents

Ley, S. V., Meerholz, C. A., & Barton, D. H. R. (1981) · Tetrahedron · doi:10.1016/0040-4020(81)85057-0 · Cited by 98

New and selective reactions and reagents in carbohydrate chemistry

Barton, D. H. R., & Motherwell, W. B. (1981) · Pure and Applied Chemistry · doi:10.1351/pac198153010015 · Cited by 88

Kinetic applications of electron paramagnetic resonance spectroscopy. 25. Radicals formed by spin trapping with di-tert-butyl thioketone

Scaiano, J. C., & Ingold, K. U. (1976) · Journal of the American Chemical Society · doi:10.1021/ja00432a006 · Cited by 81

On the mechanism of reduction of dithiocarbonates (xanthates) with tributylstannane

Barton, D. H. R., Crich, D., Löbberding, A., & Zard, S. Z. (1985) · Journal of the Chemical Society Chemical Communications · doi:10.1039/c39850000646 · Cited by 42

E.s.r. identification of alkoxythiocarbonyl radicals as possible intermediates in barton deoxygenation of alcohols

Barker, P. J., & Backwith, A. L. J. (1984) · Journal of the Chemical Society Chemical Communications · doi:10.1039/c39840000683 · Cited by 33

Preparation of some organotin compounds containing methylthio, phenylthio, and pentafluoro-phenylthio groups

Peach, M. E. (1968) · Canadian Journal of Chemistry · doi:10.1139/v68-033 · Cited by 28

Ruthenium‐Catalyzed O‐ to S‐Alkyl Migration: A Pseudoreversible Barton–McCombie Pathway

Mahy, W., Plucinski, P. K., Jover, J., & Frost, C. G. (2015) · Angewandte Chemie · doi:10.1002/ange.201505280 · Cited by 4

Radical induced fragmentation in a benzoxocane ring system: application to the synthesis of elvirol and a formal synthesis of 7,8-dihydroxycalamenene

Roy, A., Tuhina, K., Biswas, B., & Venkateswaran, R. V. (2012) · Tetrahedron · doi:10.1016/j.tet.2012.05.041 · Cited by 4

Substitution Reactions

Motherwell, W. B., & Crich, D. (1992) · Elsevier eBooks · doi:10.1016/b978-0-08-092495-3.50010-6 · Cited by 4

Boryl Radical-Promoted Deoxygenative Alkylation of Benzyl Acetates

Zhang, F., Wang, Y., Liu, N., Wan, X.-C., & Hui, L.-W. (2023) · Synthesis · doi:10.1055/s-0042-1751463 · Cited by 3

Tin Hydrides and Functional Group Transformations

Jasch, H., & Heinrich, M. R. (2012) · doi:10.1002/9781119953678.rad086 · Cited by 3

Xanthates

Roy, K. (2000) · Ullmann's Encyclopedia of Industrial Chemistry · doi:10.1002/14356007.a28_423 · Cited by 3

Single-Unit Comonomer Insertion Initiates Radical Polymerization of Thionolactone to Give Chemically and Thermally Degradable Polythioesters

Kazmi, T., Hepburn, K. S., Nisa, Q. U., Neogi, S., Bingham, N. M., & Roth, P. J. (2025) · Macromolecules · doi:10.1021/acs.macromol.5c01418 · Cited by 2

New approach to paricalcitol synthesis

Li, L., Yue, L.-R., Xue, J., Xie, Z., & Li, Y. (2012) · Chinese Science Bulletin · doi:10.1007/s11434-011-4915-z · Cited by 2

Functions Containing a Thiocarbonyl Group and at Least One Halogen; Also at Least One Chalcogen and No Halogen

Kleinpeter, E. (2005) · Elsevier eBooks · doi:10.1016/b0-08-044655-8/00138-0 · Cited by 2

1,1,2,2-Tetraphenyldisilane (TPDS) as a new diversified radical reagent

Togo, H., Sugi, M., & Toyama, K.-I. (2001) · Comptes Rendus de l Académie des Sciences - Series IIC - Chemistry · doi:10.1016/s1387-1609(01)01269-5 · Cited by 1

A Synthetically Useful Source of Alkyl and Acyl Radicals

Tailhan, C., & Zard, S. Z. (1989) · Springer eBooks · doi:10.1007/978-94-009-0897-0_19 · Cited by 1

Functions Containing a Thiocarbonyl Group and at Least One Halogen; Also at Least One Chalcogen and No Halogen

Kleinpeter, E., & Pihlaja, K. (1995) · Elsevier eBooks · doi:10.1016/b0-08-044705-8/00273-9 · Cited by 1

Unusual Cyclizations

Gilmore, K. M., & Alabugin, I. V. (2012) · doi:10.1002/9781119953678.rad021 · Cited by 1

Total Synthesis of Polygalolide A by Intramolecular C-Glycosylation

Adachi, M. (2015) · Journal of Synthetic Organic Chemistry Japan · doi:10.5059/yukigoseikyokaishi.73.607

Barton Deoxygenation

(2010) · Comprehensive Organic Name Reactions and Reagents · doi:10.1002/9780470638859.conrr054

References to Volume 6

(1995) · Elsevier eBooks · doi:10.1016/b0-08-044705-8/09014-2

5.2.1 Product Subclass 1: Tin Hydrides

Tchabanenko, K. (2013) · Haug Verlag in Georg Thieme Verlag KG eBooks · doi:10.1055/sos-sd-105-00166

Conception et synthèse d’iminosucres multivalents bioactifs à motif glycoimidazole : développement d’une méthode de déshydroxylation sélective

Pichon, M. M. (2018) · doi:10.70675/188598bez81f6z474az82a2zb1174d769b09

Applications of radical reactions for the synthesis of β-amino acids and carbonyl compounds

Chen, X. (2020) · theses.fr (ABES) · doi:10.70675/4ef74ec3z77e7z4e4bzaed2z16453a0358c3

Controlled radical polymerization of ethylene by iodine transfer

Baffie, F. (2021) · theses.fr (ABES) · doi:10.70675/1908d59dzb569z43daz808czdef17dd4a603

Synthesis of functionalized heterocyclic structures by the radical chemistry of xanthates and application to polymers

Dorokhov, V. S. (2022) · theses.fr (ABES) · doi:10.70675/c6a7e6b6z1d49z4b89zb688za0a177c214a7

A Verstile Route to Acyl (MIDA)Boronates and Acyl silanes

Qiao, H. (2023) · doi:10.70675/c9533745z1590z4676za071z72ac601b18fc

Synthetic Uses of Free Radicals for Nucleosides and Sugars

Togo, H. (2004) · Elsevier eBooks · doi:10.1016/b978-008044374-4/50008-6

On the mechanism of deoxygenation of secondary alcohols by tin hydride reduction of methyl xanthates and other thiocarbonyl derivatives

Barton, D. H. R., Doo, O. J., & Jászberényi, J. C. (1990) · Tetrahedron Letters · doi:10.1016/s0040-4039(00)94480-0 · Cited by 74

ChemInform Abstract: On the Mechanism of Deoxygenation of Secondary Alcohols by Tin Hydride Reduction of Methyl Xanthates and Other Thiocarbonyl Derivatives.

Barton, D. H. R., Jang, D. O., & Jászberényi, J. C. (1991) · ChemInform · doi:10.1002/chin.199137101

On the mechanism of reduction of dithiocarbonates (xanthates) with tributylstannane

Barton, D. H. R., Crich, D., Löbberding, A., & Zard, S. Z. (1985) · Journal of the Chemical Society Chemical Communications · doi:10.1039/c39850000646 · Cited by 42

Studies of the mechanism of the reduction of different thioxanthen-9-ones

Kosińska, A., & Kinart, W. J. (2015) · Cogent Chemistry · doi:10.1080/23312009.2015.1064194

Reductions

Li, J. J., Limberakis, C., & Pflum, D. A. (2008) · Oxford University Press eBooks · doi:10.1093/oso/9780195187984.003.0010