Organic and Biomolecular Chemistry Division, ‡Centre for NMR & Structural Chemistry, CSIR-Indian Institute of Chemical Technology , Tarnaka, Hyderabad-500007, India.
Org Lett. 2014 May 16;16(10):2658-60. doi: 10.1021/ol500875e. Epub 2014 Apr 16.
A highly convergent synthesis of the proposed mandelalide A aglycone is reported. The cornerstones of the synthetic strategy include the following: E-selective intramolecular Heck cyclization, Masamune-Roush olefination, Stork-Zhao-Wittig olefination, modified Prins cyclization; Sharpless asymmetric dihydroxylation followed by Williamson-type etherification, Julia-Kocienski olefination, Brown crotylation, and Brown allylation reactions.
报告了所提出的 mandelalide A 苷元的高度汇聚合成。该合成策略的基石包括以下内容：E-选择性分子内 Heck 环化、Masamune-Roush 烯丙基化、Stork-Zhao-Wittig 烯丙基化、改良的 Prins 环化；Sharpless 不对称双羟化反应，随后是Williamson 型醚化、Julia-Kocienski 烯丙基化、Brown 丙基化和 Brown 烯丙基化反应。
