Diastereoselectivity in the Hydroxyl-Directed Cyclopropanation of Vinylorganometallic Compounds

DOI: 10.1021/jo00029a004

Source and publish data:

Journal of Organic Chemistry p. 798 - 800 (1992)

Update date:2022-07-30

Topics:

Authors:

Lautens, Mark

Delanghe, Patrick H. M.

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

Article abstract of DOI:10.1021/jo00029a004

Olefins bearing silicon and/or tin substituents undergo highly diastereoselective cyclopropanation in the presence of Sm/CH2I2.The stereochemistry of the tin moiety has a dramatic effect on the rate of a subsequent transmetalation with MeLi.

Full text of DOI:10.1021/jo00029a004

Products guided by the article

Product name:[(R)-((1R,2R)-2-Butyl-cyclopropyl)-methoxy-methyl]-cyclohexane

Cas No:138154-10-6

R&D Labs maybe for 138154-10-6

Linyi VIHO Chemical Co.,Ltd

Contact:86-15588110016

Address:LINYI CITY,SHANDONG PROVINCE,CHINA
KangZhiYuan Pharmaceutical Company Limited

Contact:(Sabrina)86-20-85273232

Address:4th floor, building B, Dadi industry zone, Tangxia, Tianhe, Guangzhou, China
XI'AN CHUKANG BIOTECHNOLOGY CO.,LTD

Contact:29-63685658 63685359

Address:Room 3-1202,Building 1,Oriental oasis,East of Xianning Road,Xi'an,Shaanxi 710043 P.R.China
Shenzhen Feiming Science and Technology Co,. Ltd

Contact:+86-755-85232577

Address:#B2309, Fenglin International Center ,Jixiang Road, Longcheng street, LongGang District, Shenzhen city, Guangdong province, China.
Jiangsu Seed Chem Co.,Ltd.

Contact:86-513-84128750/13773795976

Address:No.48.Youyi West Road ,Rudong Development Zone,Jiangsu Province,China

Relevant to this article

Construction of chiral 2-substituted octahydroindoles from cyclic ketones and nitroolefins bearing only one α-substituent

Doi:10.1002/adsc.201400851
(2015)
Highly regioselective transformation of out/out-equatorial bis(formylmethano)[60]fullerenes: Construction of dissymmetric [60]fullerene-centered triads

Doi:10.1021/jo060110+
(2006)
A Divergent Entry into Prostaglandin Synthesis through 1,4-Addition of Methoxy(phenylthio)(trimethylsilyl)methyllithium to 4-Siloxy-2-cyclopentenone

Doi:10.1016/S0040-4039(00)92528-0
(1992)
Oxidative decarboxylation of α-hydroxy acids by a functional model of the nonheme iron oxygenase, CloR

Doi:10.1039/b925389k
(2010)
Copper- and phosphine-ligand-free palladium-catalyzed direct allylation of electron-deficient polyfluoroarenes with allylic chlorides

Doi:10.1002/chem.201202824
(2012)
Total Synthesis of (-)-Detoxin D₁

Doi:10.1016/S0040-4039(00)92511-5
(1992)

Article Doi