Oxidative aminomercuration of 2‐propyn‐1‐ols. Stereoselective syntheses and structures of  cis ‐[1,4]oxazino[3,2‐ b ]‐1,4‐oxazine derivatives | Zendy

Barluenga José | Zendy; Aznar Fernando | Zendy; Liz Ramón | Zendy; Cabal MaríaPaz | Zendy; Cano Félix H. | Zendy; FocesFoces Concepción | Zendy

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Oxidative aminomercuration of 2‐propyn‐1‐ols. Stereoselective syntheses and structures of cis ‐[1,4]oxazino[3,2‐ b ]‐1,4‐oxazine derivatives

Author(s) -

Barluenga José,

Aznar Fernando,

Liz Ramón,

Cabal MaríaPaz,

Cano Félix H.,

FocesFoces Concepción

Publication year - 1986

Publication title -

chemische berichte

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.667

H-Index - 136

eISSN - 1099-0682

pISSN - 0009-2940

DOI - 10.1002/cber.19861190313

Subject(s) - chemistry , stereoselectivity , oxidative phosphorylation , stereochemistry , chloride , mercury (programming language) , anomer , medicinal chemistry , organic chemistry , catalysis , biochemistry , computer science , programming language

The reactions of 2‐Propin‐1‐ols 1 with 2‐amino alcohols 7 and mercury(II) chloride start with an oxidative aminomercuration step followed by a series of highly stereoselective processes leading to cis ‐[1,4]oxazino[3,2‐ b ]‐1,4‐oxazine derivatives 10 . X ‐Ray analyses of 10c,f,g show that these compounds have the same geometrical arrangement around their central fusion bond in such a way that anomeric stabilisation reaches a maximum.

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