Diastereoselectivity in the Cyclopropanation of 3,3-Bimetallic Allylic Alcohols. Preparation of Diastereomeric Cyclopropyl Carbinols via a Simple Oxidation-Reduction Sequence

DOI: 10.1021/jo00113a031

Source and publish data:

Journal of Organic Chemistry p. 2474 - 2487 (1995)

Update date:2022-07-29

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/jo00113a031

A highly diastereoselective cyclopropanation of allylic alcohols, containing a silyl and/or stannyl group using samarium/dihalomethane, provides a variety of bimetallic cyclopropane carbinols in good yield.A comparison with the more traditional Simmons-Sm

Full text of DOI:10.1021/jo00113a031

Products guided by the article

Product name:(S*)-<(1S*,2R*)-2-(Trimethylsilyl)cyclopropyl>cyclohexylmethanol

Cas No:138284-33-0

R&D Labs maybe for 138284-33-0

Jiangsu Mingchem Corporation

website:http://www.mingchem.com/en/index

Contact:0519-85170101-802

Address:Fifth Floor,B of Beihua Buliding,520 Road of Science and Education City,Changwu middle road NO.801,Wujin District,Changzhou,Jiangsu province
Zibo Shiji Zhonglian Pharmaceutical Technology Co., Ltd.

Contact:+86-533-3075187

Address:66 Xin'er Road, Linzi District, Zibo City, Shandong, China
Tianjin Ji Ping Jia Chemical Co., Ltd.

Contact:18622448868

Address:tianjin
Shanghai Korey Pharm Co.,Ltd.(expird)

Contact:021-61840961 021-61840962

Address:No.157,Zhuguang Rd, Qingpu, Shanghai, China
Nantong Chem-land Co., Ltd.

Contact:86 513 85512619

Address:Rm.1306, Building A, Wenfeng Mansion,168 Gongnong Road, Nantong Jiangsu China

Relevant to this article

Stepwise intramolecular photoisomerization of NHC-chelate dimesitylboron compounds with C-C bond formation and C-H bond insertion

Doi:10.1021/ja304211v
(2012)
Synthesis of α,γ-peptide hybrids by selective conversion of glutamic acid units

Doi:10.1021/ol301552c
(2012)
One-pot deracemization of sec-alcohols: Enantioconvergent enzymatic hydrolysis of alkyl sulfates using stereocomplementary sulfatases

Doi:10.1002/anie.201209946
(2013)
X=Y-ZH systems as potential 1,3-dipoles. Part 34. Generation of nitrones from oximes. Tandem Michael addition-1,3-dipolar cycloaddition reactions. Class 2 processes utilising bifunctional Michael acceptor-dipolarophile components

Doi:10.1016/S0040-4020(01)91022-1
(1991)
First stereoselective total synthesis of Phomolide G and H via RCM protocol

Doi:10.1016/j.tetlet.2012.04.118
(2012)
O-Tolyl/benzyl dithiocarbonates of phosphorus(III) and (V): Syntheses and characterization

Doi:10.1007/s00706-011-0704-2
(2012)

Article Doi