Deoxygenation of Unhindered Alcohols via Reductive Dealkylation of Derived Phosphate Esters | Zendy

Sarwat Chowdhury | Zendy; Robert F. Standaert | Zendy

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Deoxygenation of Unhindered Alcohols via Reductive Dealkylation of Derived Phosphate Esters

Author(s) -

Sarwat Chowdhury,

Robert F. Standaert

Publication year - 2016

Publication title -

the journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.2

H-Index - 228

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/acs.joc.6b01699

Subject(s) - deoxygenation , chemistry , tetrahydrofuran , alkylation , alcohol , lithium (medication) , primary (astronomy) , organic chemistry , phosphate , primary alcohol , catalysis , medicine , physics , astronomy , solvent , endocrinology

Primary alcohols can be deoxygenated cleanly and in yields of 60-95% by reduction of derived diphenyl phosphate esters with lithium triethylborohydride in tetrahydrofuran at room temperature. Selective deoxygenation of a primary alcohol in the presence of a secondary alcohol was demonstrated. The two-step process can be performed in one pot, making it simple and convenient.

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