Javed Salim, Ganguly Arghya, Dissanayake Gihan C, Hanson Paul R
Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, Kansas 66045-7582, United States.
Department of Chemistry, University of Kansas, 1140 Gray-Little Hall, 1567 Irving Hill Road, Lawrence, Kansas 66045, United States.
Org Lett. 2022 Jan 14;24(1):16-21. doi: 10.1021/acs.orglett.1c03350. Epub 2021 Dec 13.
A pot-economical approach to advanced polyol subunits is reported. The key reactions involved are iterative use of a phosphate tether-mediated one-pot sequential RCM/CM/H with subsequent utilization of either a regio-/diasteroselective cuprate addition or a Pd-catalyzed reductive allylic transposition. This method highlights the asymmetric synthesis of 12 complex polyol subunits in 4-6 one-pot sequential operations with a total of 12-14 reactions, of which 4-5 are catalytic, with minimal workup and purification procedures.
报道了一种制备高级多元醇亚基的经济方法。所涉及的关键反应是磷酸酯连接介导的一锅法顺序RCM/CM/H的迭代使用,随后利用区域/非对映选择性铜酸盐加成或钯催化的还原烯丙基转位。该方法突出了在4-6次一锅法顺序操作中,通过总共12-14个反应(其中4-5个是催化反应),以最少的后处理和纯化程序不对称合成12个复杂的多元醇亚基。