Journal of the American Chemical Society

The Reaction of Alkyl Chloroformates with Silver Nitrate. 1a, b Evidence for Stereoselective Intramolecular Formation of Nitrate Esters

R Boschan

Index: Boschan Journal of the American Chemical Society, 1959 , vol. 81, p. 3341,3344

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Citation Number: 16

Abstract

RECEIVED LfAY 20, 1958-1 novel method has been discovered for the preparation of nitrate esters from alkyl chloroformates by treatment with silver nitrate under very mild conditions. By this method, a stereoselective synthesis of a nitrate ester is achieved in which the bond on the carbon atom adjacent to the nitrate ester group remains essentially intact. Hence, it is possible to prepare nitrate esters of compounds in which there is concern regarding ...