Tetrahedron

Asymmetric synthesis of azetidin-2-ones by [2+ 2] cycloaddition using chiral imines derived from d-(+)-glucose

…, SN Joshi, VG Puranik, BM Bhawal, A Deshmukh

文献索引：Arun; Joshi; Puranik; Bhawal; Deshmukh Tetrahedron, 2003 , vol. 59, # 13 p. 2309 - 2316

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被引用次数: 35

摘要

Asymmetric synthesis of β-lactams by the [2+ 2] cycloaddition of ketenes with chiral imines derived from d-(+)-glucose was carried out; predominantly cis-β-lactams were formed with very high diastereoselectivity. The stereochemistry at C-3 and C-4 was established as 3S and 4R from the known absolute configuration of the sugar moiety.