Lucas Brian S, Luther Laura M, Burke Steven D
Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, Wisconsin 53706-1396, USA.
Org Lett. 2004 Aug 19;6(17):2965-8. doi: 10.1021/ol0488800.
The C1-C17 bis-oxane subunit 22 of phorboxazole B is efficiently synthesized by exploiting differential reactivities between similar substituents on the hydropyran rings in 4. Selective dihydroxylation of the equatorial vinyl group, hydroboration of the axial vinyl group, and intramolecular Mitsunobu lactonization serve to fully differentiate the similar hydropyrans.
通过利用4中氢吡喃环上相似取代基之间的不同反应活性，可高效合成佛波醇B的C1-C17双氧杂环亚基22。对赤道面乙烯基进行选择性二羟基化、对轴向乙烯基进行硼氢化以及分子内Mitsunobu内酯化反应可充分区分相似的氢吡喃。
