@article{4d8fe4c6870a46748615b946c685e96c,
title = "One-Pot Reductive Allylation of Amides by Using a Combination of Titanium Hydride and an Allylzinc Reagent: Application to a Total Synthesis of (-)-Castoramine",
abstract = "A one-pot direct reductive allylation protocol has been developed for the synthesis of secondary amines by using titanium hydride and an allylzinc reagent. This protocol is applicable to a broad range of substrates, including acyclic amides, benzamides, α,β-unsaturated amides, and lactams. The stereochemical outcome obtained from the reaction with crotylzinc reagent suggested that the allylation reaction proceeds through a six-membered cyclic transition state. A total synthesis of (-)-castoramine was accomplished by following this protocol for the highly stereoselective construction of contiguous stereocenters.",
keywords = "alkaloids, allylation, amides, amines, reduction, total synthesis",
author = "Suguru Itabashi and Masashi Shimomura and Manabu Sato and Hiroki Azuma and Kentaro Okano and Juri Sakata and Hidetoshi Tokuyama",
note = "Funding Information: This work was financially supported by KAKENHI (16H01127, 16H00999, 26253001, 18H02549, 18H04231, 18H04379, 18K18462) and Platform Project for Supporting Drug Discovery and Life Science Research (Basis for Supporting Innovative Drug Discovery and Life Funding Information: Science Research (BINDS)) from AMED under Grant Number JP18am0101100. )( Publisher Copyright: {\textcopyright} Georg Thieme Verlag Stuttgart. New York.",
year = "2018",
month = jun,
day = "26",
doi = "10.1055/s-0037-1610435",
language = "English",
volume = "29",
pages = "1786--1790",
journal = "Synlett",
issn = "0936-5214",
publisher = "Georg Thieme Verlag",
number = "13",
}