Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 78, Issue 17, Pages 8427-8436Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo401107v
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Funding
- National Natural Science Foundation of China [21172253]
- Program for New Century Excellent Talents in University [NCET-11-0481]
- National Scientific and Technology Supporting Program of China [2011BAE061305-5]
- National S&T Pillar Program of China [2012BAK25B03]
- Chinese Universities Scientific Fund [2013QJ002, 2013RC023]
- Nutrichem Company
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Ph3P-catalyzed [3 + 2] cycloaddition reaction of sulfamate-derived cyclic;mines with allenoate has been developed, affording sulfamate-fused dihydropyrroles under very mild conditions in high yields. Using amino acid-based bifunctional phosphine as chiral catalyst, its asymmetric variant provided the corresponding products in good yields with moderate to excellent enantiomeric excesses (up to 91% yield and up to 98% ee). Subsequent transformations of the heterocyclic products gave various pharmaceutically attractive compounds.
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