Bis(neopentyloxy)triphenylphosphorane: A Versatile, Nonalkylating Cyclodehydration Reagent

DOI: 10.1021/jo00376a103

Source and publish data:

Journal of Organic Chemistry p. 5490 - 5492 (1986)

Update date:2022-07-31

Topics:

Authors:

Kelly, Jeffery W.

Evans, Slayton A.

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Article abstract of DOI:10.1021/jo00376a103

Bis(neopentyloxy)triphenylphosphorane (BNTP; 31P δ -58.3) is prepared in 48percent yield by reaction of 2 equiv of lithium neopentoxide with dibromotriphenylphosphorane in anhydrous dichloromethane from -78 to 25 deg C.BNTP smoothly converts a variety of diols, 2-aminoethanol, and 4-mercaptobutanol to the corresponding heterocycles in excellent yields (>95percent) by 13C and 31P NMR analysis.

Full text of DOI:10.1021/jo00376a103

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