Total Syntheses of Vicinal Dichloride Monoterpenes Enabled by Aza-Belluš–Claisen Rearrangement
作者:Jiangqun Cheng、Yuan-He Li、Jun Huang、Zhen Yang
DOI:10.1021/acs.orglett.1c03187
日期:2021.11.5
were achieved via an aza-Belluš–Claisen rearrangement, which involved the reaction of an α-chloro carboxylic acidchloride with halogen-substituted trans-allyl morpholines in the presence of Lewis acids. The developed method was used for the total synthesis of a group of monoterpene natural products bearing vicinal dichloride subunits.
(+)-19-Nordeoxycorticosterone (1) has been synthesised by A-ring construction of the (+)-A-nor-B-trienic steroid (2) obtained enantioselectively from the alkenic benzocyclobutene (12).
Alkylation of α,β-unsaturated amides metalated and dimetalated intermediates
作者:J.A. Oakleaf、M.T. Thomas、A. Wu、V. Snieckus
DOI:10.1016/s0040-4039(01)94629-5
日期:1978.1
A novel strategy for the stereoselective total synthesis of C-17 spiro steroids. Total synthesis of 19-norcanrenone - a formal total synthesis of 19-norspironolactone