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ChemInform Abstract: Multicomponent Synthesis of Chiral Sulfinimines.

✍ Scribed by Caroline Roe; Heather Hobbs; Robert A. Stockman

Publisher
John Wiley and Sons
Year
2011
Weight
72 KB
Volume
42
Category
Article
ISSN
0931-7597

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## Abstract Bicyclic, tricyclic, tetracyclic and spirocyclic oxazolo‐ and oxazinopiperidines are prepared by the reaction of acids (I) or (XV) with 1,2‐ or 1,3‐amino alcohols under syngas atmosphere and microwave irradiation.

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The diastereomerically pure sulfinylating reagent (III) reacts with nucleophilic Grignard reagents or the zinc reagent derived from (VI) to yield chiral sulfoxides with excellent yields and enantioselectivities. Under specific conditions sequential reaction of (III) with LiN(Tms)2 followed by aldehy