期刊
ORGANIC LETTERS
卷 12, 期 7, 页码 1460-1463出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol100071d
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资金
- Ministry of Education, Culture, Sports, Science, and Technology, Japan
When the substrates (ArO)(2)P(O)CH2CO2-CHO (Ar = Ph, o-t-BuPh) were added to a THF solution containing 3 equiv of NaH at 0 degrees C or NaI-DBU at rt over 1-10 h, the Intramolecular Horner-Wadsworth-Emmons reaction proceeded efficiently to give the 12-18-membered-ring lactones in 69-93% yields with 89-100% Z selectivity. On the other hand, (EtO)(2)P(O)CH2CO2-CHO gave the 13-18-membered-ring lactones in 52-82% yields with 89-99% E selectivity using LiCl-DBU in MeCN or THF.
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