Total synthesis of A-315675 based on the cascade Overman rearrangement

Takayuki Momose; Naoto Hama; Chiharu Higashino; Hideyuki Sato; Noritaka Chida

doi:10.1016/j.tetlet.2007.12.080

Total synthesis of A-315675 based on the cascade Overman rearrangement

Takayuki Momose, Naoto Hama, Chiharu Higashino, Hideyuki Sato, Noritaka Chida

Department of Applied Chemistry

Research output: Contribution to journal › Article › peer-review

36 Citations (Scopus)

Abstract

The chiral and stereoselective total synthesis of A-315675 1, an antiinfluenza agent, is described. The vicinal diamino moiety in 1 was stereoselectively constructed by the cascade Overman rearrangement of a vicinal allylic-homoallylic diol derived from d-tartrate.

Original language	English
Pages (from-to)	1376-1379
Number of pages	4
Journal	Tetrahedron Letters
Volume	49
Issue number	8
DOIs	https://doi.org/10.1016/j.tetlet.2007.12.080
Publication status	Published - 2008 Feb 18

Keywords

A-315675
Antiinfluenza agent
Cascade Overman rearrangement
Total synthesis

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2007.12.080

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abstract = "The chiral and stereoselective total synthesis of A-315675 1, an antiinfluenza agent, is described. The vicinal diamino moiety in 1 was stereoselectively constructed by the cascade Overman rearrangement of a vicinal allylic-homoallylic diol derived from d-tartrate.",

keywords = "A-315675, Antiinfluenza agent, Cascade Overman rearrangement, Total synthesis",

author = "Takayuki Momose and Naoto Hama and Chiharu Higashino and Hideyuki Sato and Noritaka Chida",

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T1 - Total synthesis of A-315675 based on the cascade Overman rearrangement

AU - Momose, Takayuki

AU - Hama, Naoto

AU - Higashino, Chiharu

AU - Sato, Hideyuki

AU - Chida, Noritaka

PY - 2008/2/18

Y1 - 2008/2/18

N2 - The chiral and stereoselective total synthesis of A-315675 1, an antiinfluenza agent, is described. The vicinal diamino moiety in 1 was stereoselectively constructed by the cascade Overman rearrangement of a vicinal allylic-homoallylic diol derived from d-tartrate.

AB - The chiral and stereoselective total synthesis of A-315675 1, an antiinfluenza agent, is described. The vicinal diamino moiety in 1 was stereoselectively constructed by the cascade Overman rearrangement of a vicinal allylic-homoallylic diol derived from d-tartrate.

KW - A-315675

KW - Antiinfluenza agent

KW - Cascade Overman rearrangement

KW - Total synthesis

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U2 - 10.1016/j.tetlet.2007.12.080

DO - 10.1016/j.tetlet.2007.12.080

M3 - Article

AN - SCOPUS:38349140684

SN - 0040-4039

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EP - 1379

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 8

ER -

Total synthesis of A-315675 based on the cascade Overman rearrangement

Abstract

Keywords

ASJC Scopus subject areas

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