CHIRALITY TRANSMISSION VIA TANDEM SIGMATROPIC REARRANGEMENT: REGIO- AND STEREOCHEMICAL OUTCOME IN THE TANDEM WITTIG-OXY-COPE SEQUENCE OF ALLYL cis-5-METHYL-2-CYCLOHEXENYL ETHER

DOI: 10.1016/S0040-4039(00)87746-1

Source and publish data:

Tetrahedron Letters p. 3931 - 3934 (1982)

Update date:2022-08-05

Topics:

Authors:

Sayo, Noboru

Kimura, Yasuhiro

Nakai, Takeshi

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

Article abstract of DOI:10.1016/S0040-4039(00)87746-1

The titled sigmatropic sequence proceeds with complete net retention of configuration, and surprisingly, suffers from a regiochemical complication arising mainly from the unexpected competition of the (2,3)- vs. (1,2)-shift in the Wittig process, as revealed by the use of the deuterium-labeled substrate.

Full text of DOI:10.1016/S0040-4039(00)87746-1

Products guided by the article

Product name:(3S,5S)-3-Allyloxy-5-methyl-cyclohexene

Cas No:84353-81-1

R&D Labs maybe for 84353-81-1

Pale Palm Imex

Contact:+36(21)2523420

Address:Head office: 1102 Budapest, SZENT LASZLO TER 24/B. 1/1., HUNGARY / CHINA
Shenyang NovPharm Technology Co., Ltd.

Contact:.+86-24-24165786

Address:Room 306, Hongjin Mansion, No. 36-1, Wanliutang Rd., Shenhe District, Shenyang, Liaoning, P.R.C.
jintan yufan Medicine Raw materials Co.,Ltd.(expird)

Contact:86-519-82808282

Address:6th,Jincheng Huangzhuang
Beijing Stable Chemcial Co.ltd

Contact:86-10-63785052

Address:A1301 Technological Edifice. No.4 FuFeng Road,FengTai District, Beijing. China
Shanghai Taibao Pharmaceutical Technology Co., Ltd(expird)

Contact:021-52217366

Address:shanghai

Relevant to this article

Synthesis of 2-sulfonylaminobenzimidazoles and 4,5-dicyano-2-sulfonylaminoimidazoles from N-dichloromethylenesulfonamides

Doi:10.1055/s-1982-30036
(1982)
A total synthesis of a new class of biazine thioglycosides

Doi:10.1081/CAR-200045262
(2004)
Reversible ring opening and closure reactions of the triazine ligands derived from 1-phenylazo-2-naphthylamine and pyridine-2-aldehyde or quinoline-2-aldehyde - Structure and reactivity of the palladium (II) complexes

Doi:10.1016/j.ica.2004.08.024
(2005)
PROTON- AND CARBONYL-MEDIATED ELECTRON TRANSFER PROCESSES FROM THE HEXACARBONYLVANADATE(-I) ANION

Doi:10.1016/0022-328X(85)80335-1
(1985)
TOTAL SYNTHESIS OF BASTADIN-6, A BROMINATED TYROSINE-DERIVED METABOLITE FROM THE SPONGE IANTHELLA BASTA

Doi:10.1246/cl.1982.1851
(1982)
Effects of magnesium salts and amines on the stereoselectivity in the imine aldol reaction

Doi:10.1248/cpb.55.1773
(2007)

Article Doi