4.0 Article

Selective Monoesterification of Symmetrical Diols Using Resin-Bound Triphenylphosphine

Journal

ACS COMBINATORIAL SCIENCE
Volume 17, Issue 9, Pages 483-487

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acscombsci.5b00086

Keywords

resin-bound triphenylphosphine; selectivity; monoesterification; amides; symmetrical diols; 4-DMAP

Funding

  1. SERB, Department of Science and Technology (DST), Govt. of India, New Delhi [SB/FT/CS-103/2013]
  2. TEQIP-II, NIT Silchar

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Coupling reactions to make esters and amides are among the most widely used organic transformations. We report efficient procedures for amide bond formation and for the monoesterification of symmetrical diols in excellent yields without any requirement for high dilution or slow addition using resin-bound triarylphosphonium iodide. Easy purification, low moisture sensitivity, and good to excellent yields of the products are the major advantages of this protocol.

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