Felkin-Anh-Selective Hiyama Addition to O-Protected Lactaldehydes: A General Solution to the Blastmycinone Stereoproblem.

DOI: 10.1021/jo00252a040

Source and publish data:

Journal of Organic Chemistry p. 4098 - 4103 (1988)

Update date:2022-09-26

Topics:

Authors:

Mulzer, Johann

Schulze, Thomas

Strecker, Achim

Denzer, Wolfgang

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

Article abstract of DOI:10.1021/jo00252a040

The Hiyama addition of 6a-c to the O-protected lactaldehydes 5a,b, proceeds with high Felkin-Anh selectivity. 7c, readily available in 20-g quantities, is the key intermediate in diastereocontrolled syntheses of all blastmycinolactol diastereomers (1-4a) in enantiomerically pure form.

Full text of DOI:10.1021/jo00252a040

Products guided by the article

Product name:(2S,3R,4R,5R)-3-butyl-4-benzoyl-2-methoxy-5-methyltetrahydrofuran

Cas No:78674-58-5

R&D Labs maybe for 78674-58-5

Tangshan Moneide Trading Co., Ltd.

Contact:+86-315-8309571

Address:2-7-420 Jidong Building Materials Commercial Center, Tangshan, Hebei, 064000 China
SHANDONG QINGYUNCHANGXIN CHEMICAL SCIENCE-TECH CO.,LTD

Contact:86-21-60560171

Address:1689Donghuan Rade,Qingyun County, Dezhou City, Shandong,China
LABTER PARMATECH(BEIJING)CO.,LTD

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

Contact:+86-10-56330744

Address:NO.19,TIANRONG STREET,DAXING BIOMEDICIAL BASE ,ZHONGGUANCUN SCIENCE AND TECHNOLOGY PARK,BEIJING ,CHINA
Xinji City Taida Sinopec Co., Ltd.

Contact:0086-311-85341278

Address:No.6, Nanhua Road,Xinji City Road,Hebei Province,China
Jiaxing Anrui Material Technology Co., Ltd.

Contact:86-573-82651652 13305832579

Address:Room 407, Technology Building, 1369 Chennan Road, Jiaxing City, Zhejiang, China

Relevant to this article

Iminohydroxamato early and late transition metal halide complexes - New precatalysts for aluminoxane-cocatalyzed olefin insertion polymerization

Doi:10.1002/ejic.200300405
(2004)
Formal α-Allylation of Primary Amines by a Dearomative, Palladium-Catalyzed Umpolung Allylation of N-(Aryloxy)imines

Doi:10.1021/acs.joc.0c01020
(2020)
Preparation and Properties of Monoalkylnickel(II) Complexes Having a Phenoxo, Benzenethiolato, Oximato, β-Diketonato, or Halo Ligand

Doi:10.1246/bcsj.54.2010
(1981)
SYNTHESIS OF PYRROLE DERIVATIVES VIA DEOXYGENATION OF 4H-1,2-OXAZINES BY IRON CARBONYLS

Doi:10.1246/cl.1981.869
(1981)
Benefits of a Dual Chemical and Physical Activation: Direct aza-Michael Addition of Anilines Promoted by Solvent Effect under High Pressure

Doi:10.1021/acs.joc.5b01756
(2015)
Imidazo[1,2-a]pyridine anthelmintics. Synthesis of 6-phenylaminoimidazo[1,2-a]pyridine-2-carbamate and 5-acylaminopyridines by a Chapman rearrangement

Doi:10.1002/jhet.5570180402
(1981)

Article Doi