Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 27, Pages 6974-6977Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201400946
Keywords
asymmetric catalysis; cyclization; iodine; lactones; organocatalysis
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Funding
- JSPS.KAKENHI [23350039]
- Society of Iodine Science
- Program for Leading Graduate Schools Integrative Graduate Education and Research in Green Natural Sciences, MEXT (Japan)
- JSPS
- Grants-in-Aid for Scientific Research [23350039] Funding Source: KAKEN
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Chiral triaryl phosphates promote the enantioselective iodolactonization of 4-substituted 4-pentenoic acids to give the corresponding iodolactones in high yields with high enantioselectivity. N-Chlorophthalimide (NCP) is employed as a Lewis acidic activator and oxidant of I-2 for the present iodolactonization. In combination with 1.5 equivalents of NCP, only 0.5 equivalents of I-2 are sufficient to generate the iodinating reagent.
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