Daphniphyllum Alkaloids. 11. Biomimetic Total Synthesis of Methyl Homosecodaphniphyllate. Development of the Tetracyclization Reaction

DOI: 10.1021/jo00035a008

Source and publish data:

Journal of Organic Chemistry p. 2544 - 2553 (1992)

Update date:2022-07-30

Topics:

Authors:

Heathcock, Clayton H.

Hansen, Marvin M.

Ruggeri, Roger B.

Kath, John C.

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1021/jo00035a008

A biomimetic total synthesis of (+/-)-methyl homosecodaphniphyllate has been developed.The synthesis starts with a triply convergent, tandem Michael addition-enolate alkylation, wherein amide 9, enoate 7, and alkyl iodide 5 are assembled in essentially qu

Full text of DOI:10.1021/jo00035a008

Products guided by the article

Product name:(1R,2S)-2-[(R)-4-Benzyloxy-1-(pyrrolidine-1-carbonyl)-butyl]-1-((E)-4,8-dimethyl-nona-3,7-dienyl)-cyclopentanecarboxylic acid methyl ester

Cas No:117959-72-5

R&D Labs maybe for 117959-72-5

Shandong Hongxiang Zinc Co., Ltd

Contact:086-0311-66187879

Address:DaWang developing zone
Linyi VIHO Chemical Co.,Ltd

Contact:86-15588110016

Address:LINYI CITY,SHANDONG PROVINCE,CHINA
Chemsky（shanghai）International Co.,Ltd.

Contact:0

Address:0
Synochem Ingredients Corp., Ltd.

Contact:+86-512-5636 2180

Address:Zhangjiagang Free Trade Zone
Nanjing Chemipioneer Pharma&Tech Co.,Ltd

website:http://www.chemipioneer.com.cn

Contact:+86-25-52685700

Address:Room 305，A Block，Biological-Medicine Building，Business Start-up Center，Xin-ke 1st Road, High-tech development zone，Nanjing city，Jiangsu Province, China

Relevant to this article

Synthesis of oligodeoxyribonucleoside methylphosphonates containing 2- aminopurine

Doi:10.1080/07328319608002463
(1996)
Catalytic asymmetric synthesis of nitrogen-containing gem-bisphosphonates using a dinuclear Ni₂-Schiff base complex

Doi:10.1055/s-0029-1217192
(2009)
Phosphine-catalysed cyclisation of β-hydroxy-α,α- difluoroynones

Doi:10.1055/s-0029-1217366
(2009)
Synthesis, antifungal activities, and potential detoxification of N-(2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyl)thiocarbamates

Doi:10.1016/j.carres.2009.05.008
(2009)
Synthesis of 2,4(5)-Bis(hydroxymethyl)imidazoles and 2,4(5)-Bis<(2-hydroxyethoxy)methyl>imidazoles: Precursors of 2,4(5)-Connected Imidazole Crown Ethers

Doi:10.1021/jo00267a008
(1989)
A new Heck reaction modification using ketone Mannich bases as enone precursors: Parallel synthesis of anti-leishmanial chalcones

Doi:10.1016/j.bmcl.2008.01.112
(2008)

Article Doi