Journal
ORGANIC LETTERS
Volume 19, Issue 3, Pages 476-479Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b03623
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Funding
- J. C. Bose fellowship (DST, Government of India)
- SERB, DST [EMR/2014/001165]
- CSIR, New Delhi for the SRF and SPMF fellowships
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An efficient route to pharmacologically interesting isoindolinone-based a alpha-amino phosphonates is described via asymmetric hydrophosphonylation of in situ generated ketimines catalyzed by BINOL-derived phosphoric acid. The reaction proceeds smoothly at ambient temperature affording a variety of a alpha-amino phosphonates with a quaternary stereogenic center embedded in isoindolinone motif in high yields with excellent enantiomeric ratios (up to 98.5:1.5 er). Several interesting transformations of the products into valuable synthetic intermediates are also depicted.
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