One-pot synthesis of chiral α-methylene-γ-lactams with excellent diastereoselectivities and enantioselectivities

An Shen, Min Liu, Zhen Shan Jia, Ming Hua Xu, Guo Qiang Lin

Research output: Contribution to journalArticle

53 Citations (Scopus)

Abstract

An efficient one-pot asymmetric synthesis of highly substituted γ-lactams containing α-methylene groups has been successfully developed. A wide range of γ-lactams could be obtained in high yields with excellent diastereomeric ratios of up to 99:1 in favor of trans isomers. In particular, excellent enantioselectivities of the two newly formed stereogenic centers with up to 99% ee were observed.

Original languageEnglish (US)
Pages (from-to)5154-5157
Number of pages4
JournalOrganic Letters
Volume12
Issue number22
DOIs
StatePublished - Nov 19 2010

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Lactams
Enantioselectivity
methylene
isomers
synthesis
Isomers

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

One-pot synthesis of chiral α-methylene-γ-lactams with excellent diastereoselectivities and enantioselectivities. / Shen, An; Liu, Min; Jia, Zhen Shan; Xu, Ming Hua; Lin, Guo Qiang.

In: Organic Letters, Vol. 12, No. 22, 19.11.2010, p. 5154-5157.

Research output: Contribution to journalArticle

Shen, An ; Liu, Min ; Jia, Zhen Shan ; Xu, Ming Hua ; Lin, Guo Qiang. / One-pot synthesis of chiral α-methylene-γ-lactams with excellent diastereoselectivities and enantioselectivities. In: Organic Letters. 2010 ; Vol. 12, No. 22. pp. 5154-5157.
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