Saarland University, Organic Chemistry I, Campus, Building C4.2, D-66123 Saarbrücken, Germany.
Org Lett. 2022 May 27;24(20):3599-3603. doi: 10.1021/acs.orglett.2c01119. Epub 2022 May 18.
The Matteson homologation with vinyl nucleophiles was found to be a versatile tool for the synthesis of highly substituted and functionalized allyl boronic esters. High yields and stereoselectivities are obtained with sterically demanding alkyl boronic esters and/or Grignard reagents. With the application of such vinyl Matteson homologations, the polyketide fragment of lagunamide B is synthesized.
与乙烯基亲核试剂的 Matteson 同系化反应被发现是合成高度取代和官能化烯丙基硼酸酯的一种多功能工具。具有空间位阻的烷基硼酸酯和/或格氏试剂可以获得高产率和立体选择性。通过这种乙烯基 Matteson 同系化反应的应用,合成了拉古纳酰胺 B 的聚酮片段。