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30.6 Product Class 6: N,N-Acetals

DOI: 10.1055/sos-SD-030-00500

Kibayashi, C.; Yamazaki, N.Science of Synthesis, (200730639.

General Introduction

N,N-Acetals 1 comprise the structural unit NCN with the central carbon atom sp3 hybridized as shown in Scheme 1. In general, N,N-acetals are relatively stable compounds; however, drastic heating leads to the formation of an enamine by loss of one molecule of an amine. Cyclic N,N-acetals 2 (Scheme 1), like other cyclic O,O-, O,S-, and O,N-acetals, are useful as protecting groups, to preserve the functionality of carbonyl compounds.

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