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30.1.1 Product Subclass 1: Acyclic O,N-Acetals

DOI: 10.1055/sos-SD-030-00003

Kibayashi, C.; Yamazaki, N.Science of Synthesis, (2007307.

General Introduction

Functional groups possessing an sp3-hybridized carbon which is bonded to both an oxygen and a nitrogen atom, for example 1 and 2, are known as hemiaminals or O,N-acetals. There is a large number of possible variations in the substituents of 1 and 2. If the OCN function forms part of a ring system, the structures can become considerably more interesting. For example, either the oxygen or the nitrogen atom may be incorporated into a ring, to give cyclic O,N-acetals 3 and 4. Alternatively, both the oxygen and nitrogen atoms may form part of a ring structure as seen in a vast number of heterocyclic systems 5 (Scheme 1).[‌1‌] Cyclic O,N-acetals will be covered in Section 30.1.2

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