Total Syntheses of C60- and C100-Dolichols
Total Syntheses of C60- and C100-Dolichols
复制标题
C60- 和 C100-Dolichols 的全合成
DOI：
10.1021/acs.joc.0c01327
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发表时间：
2020
期刊：
影响因子：
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通讯作者：
Fukase Koichi
中科院分区：
文献类型：
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作者：
Hirao Kohtaro;Ono Risako;Manabe Yoshiyuki;Masui Seiji;Atomi Haruyuki;Fukase Koichi
合成了C60-和C100-多萜醇。为实现顺式异戊二烯装置的规模化供应，在微流系统中实现了顺式异戊二烯的高选择性Wittig反应。烯丙基砜和烯丙基氯使用t-BuOK之间的SN 2-型偶联有效地延长异戊二烯链。这些关键反应使得长萜醇的高效合成成为可能。本研究将为长轴醇的功能研究奠定基础。
C60- and C100-dolichols were synthesized. AZ-selective Wittig reaction was achieved with high selectivity in a microflow system to realize the scalable supply of theZ-isoprene unit. An isoprene chain was efficiently elongated by an SN2-type coupling between allyl sulfone and allyl chloride usingt-BuOK. These key reactions enabled the efficient syntheses of dolichols. This study will pave the way for the functional studies of dolichols.