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

Weifang Jahwa Chemical Co.,Ltd

Contact:0086-536-8897731,8897730

Address:No.5166 East Dongfeng Street,Weifang,Shandong,China
Nanjing Chemical Material Corp.(NCMC)

website:http://www.njchemm.com

Contact:0086-25-83172879

Address:B12 Technology and Innovation Building, Nanjing Tech University, No.5 New Model Road
Hangzhou TJM Chemical Trade Co., Ltd

Contact:86-571-88223276 86-13388481653

Address:2221#,Boyuexuan,1860# Binsheng Road,Binjiang District, Hangzhou CityZhejiang Province, 310051, P. R. China
Shanghai PengMo Biotechnology Co.,Ltd

website:http://www.pengmobio.lookchem.com

Contact:86-13052359378

Address:No.218 Hai Qu Road.Shanghai.China
Richest Group Ltd.

Contact:+86 21 5017 5386

Address:No 999,Jiangyue Rd, Minhang Dist ,201114,Shanghai ,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