Stereoselective synthesis of 13Z retinoic acids via β-methylenealdehydes as synthons

DOI: 10.1016/S0040-4039(99)01963-2

Source and publish data:

Tetrahedron Letters p. 9235 - 9237 (1999)

Update date:2022-08-04

Topics:

Authors:

Valla, Alain

Andriamialisoa, Zo

Giraud, Michel

Prat, Virginie

Laurent, Alain

Potier, Pierre

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

Article abstract of DOI:10.1016/S0040-4039(99)01963-2

A stereoselective synthesis of 13Z retinoic acids via β-methylenealdehydes is described. In methylene-de-oxo-bisubstitution reactions (Knoevenagel, Stobbe, etc.), these new synthons produce stereoselectively E olefins. Hence, a synthesis of 13Z retinoic acids is described, via a stereospecific monodecarboxylation of carboxy-14-retinoic acids.

Full text of DOI:10.1016/S0040-4039(99)01963-2

Products guided by the article

Product name:6-((E)-5,5-Dimethoxy-3-methylene-pent-1-enyl)-1,5,5-trimethyl-cyclohexene

Cas No:180736-83-8

R&D Labs maybe for 180736-83-8

Nanjing Chemipioneer Pharma&Tech Co.,Ltd

website:http://www.chemipioneer.com.cn

Contact:+86-25-52685700

Address:Room 305，A Block，Biological-Medicine Building，Business Start-up Center，Xin-ke 1st Road, High-tech development zone，Nanjing city，Jiangsu Province, China
Twin International Co., Limited

Contact:+86-21-80309280

Address:No.345 Jinxiang Road, Jinqiao Export Processing Zone
Chengdu NoVi Biotechnology Co., Ltd.(expird)

Contact:13551243286/028-81458053

Address:NO.168-1-224 JULONG ROAD WUHOU DISTRICT, CHENGDU CITY,SICHUAN PROVINCE
Zipont chem(wuhan）Tech co.，Ltd

Contact:+86-27-87587198

Address:wuhan
SPE Chemicals Co.,Ltd

Contact:

Address:ROOM 1715, No#345 Jin Xiang Road, Pudong District

Relevant to this article

Efficient utilization of [¹⁴C]carbon dioxide as a phosgene equivalent for labeled synthesis

Doi:10.1016/S0040-4039(96)02513-0
(1997)
A general, mild and efficient palladium-catalyzed 2,2,2-trifluoroethoxylation of activated aryl bromides and bromo-chalcones: Bromo-chalcones a new coupling partner in cross-coupling reaction

Doi:10.1016/j.tet.2015.08.071
(2015)
Doi:10.1007/BF00563683
()
Synthesis of 2-diphenylmethylene-1-acyl-1-alkyl hydrazines as potential psychotropic agents.

Doi:10.1002/jps.2600611005
(1972)
Total synthesis of (-)-Neplanocin A by using lithium thiolate-initiated Michael-aldol tandem cyclization reaction

Doi:10.1021/jo016090n
(2001)
The Photochemistry of Methoxy-Substituted Benzyl Acetates and Benzyl Pivalates: Homolytic vs Heterolytic Cleavage

Doi:10.1021/jo00098a016
(1994)

Article Doi