Stereoselective conjugate addition of TMSI-activated butylcopper to 1-(R)-endo-(1-naphthyl)bornyl crotonate

DOI: 10.1016/0022-328X(90)80182-Y

Source and publish data:

Journal of Organometallic Chemistry p. C19 - C22 (1990)

Update date:2022-08-11

Topics:

Authors:

Bergdahl, Mikael

Nilsson, Martin

Olsson, Thomas

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

Article abstract of DOI:10.1016/0022-328X(90)80182-Y

Conjugate addition of butylcopper/iodotrimethylsilane to naphthylbornyl crotonate (1) at -60 deg C gives 1-<1-(R)-endo-(1-naphthyl)>bornyl <(S)-3-methyl>heptanoate (2) in 93percent yield and 98percent diastereomeric excess.The addition of TMSI-activated butylcopper is faster at -60 deg C than that of lithium dibutylcuprate (LiBu2Cu).

Full text of DOI:10.1016/0022-328X(90)80182-Y

Products guided by the article

Product name:3-METHYL-1-HEPTANOL

Cas No:1070-32-2

R&D Labs maybe for 1070-32-2

Jining tiansheng chemical co.,ltd.

Contact:+86-537-5158722

Address:ROOM 1011, BLOCK B, CUIDU INTERNATIOAL BUSINESS CENTER, JINING CITY, CHINA
Binzhou Holly Pharmaceutical Co.,Ltd.

Contact:74517

Address:No.15 Dapu Road,Huangpu District Shanghai,P.R.China
Wuxi D-Stone International Co., Ltd.

Contact:+86-510-82740567

Address:21F Hengtong Int'l Centre, 215Zhongshan Road, Wuxi, Jiangsu,China
JIANGXI ZHANGFENG CHEMICAL CO., LTD.

Contact:+86-0799-3413066

Address:Xiyuan village, Xiabu Town, Xiangdong District
MiHecb Bio-Tech Co., Ltd.

Contact:+86-0592 5353131

Address:No.56 Guani Road Software Park 2,Siming District

Relevant to this article

Doi:10.1246/bcsj.49.2775
(1976)
Low-temperature Syntheses of Polysilanes and Polygermanes in Diethyl Ether

Doi:10.1039/c39900001147
(1990)
Discovery of novel indolylarylsulfones as potent HIV-1 NNRTIs via structure-guided scaffold morphing

Doi:10.1016/j.ejmech.2019.111619
(2019)
Synthesis and Separation of Diastereomers of Thiomorpholinecarboxylic Acid Esters

Doi:10.1007/BF00505757
(1983)
Copper-catalyzed diesterification of 1,3-diene for the synthesis of allylic diester compounds

Doi:10.1016/j.tetlet.2016.06.087
(2016)
Extraction of rare-earth elements(III) from nitric acid solutions with bis(diarylphosphorylmethyl)benzenes

Doi:10.1134/S0036023615080203
(2015)

Article Doi