期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 363, 期 21, 页码 4856-4861出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202100881
关键词
Asymmetric catalysis; conjugate addition; alpha-diazo methylphosphonate; para-quinone methide; dihydrocinnoline phosphonate
资金
- National Science Foundation of China [21472151]
- Natural Science Foundation of Chongqing [cstc2019jcyj-msxmX0414]
- Fundamental Research Funds for the Central Universities [XDJK2019AA003]
An asymmetric 1,6-conjugate addition reaction of dialkyl diazomethylphosphonates to para-quinone methides was developed using phase-transfer catalysis, yielding chiral diarylmethylated diazomethylphosphonates with high yields and enantioselectivities. The resulting products were further transformed into bioactive compounds with diarylmethine stereogenic centers.
An asymmetric 1,6-conjugate addition reaction of dialkyl diazomethylphosphonates to para-quinone methides promoted by phase-transfer catalysis has been developed. A series of chiral diarylmethylated diazomethylphosphonates were accessed with up to 85% yields and 99% ee enantioselectivities. The resulting products were further transformed into bioactive compounds, namely, a chiral dihydrocinnoline phosphonate and a chiral alpha-aminophosphonate, bearing diarylmethine stereogenic centers.
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