A new stereoselective route to γ-butyrolactones: Asymmetric syntheses of (+)-trans-whisky and (+)-trans-cognac lactones

DOI: 10.1248/cpb.40.2579

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 2579 - 2581 (1992)

Update date:2022-08-05

Topics:

Authors:

Miyata Miyata

Shinada Shinada

Kawakami

Taji Taji

Ninomiya

Naito Naito

Date Date

Okamura Okamura

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

Article abstract of DOI:10.1248/cpb.40.2579

A new stereoselective route to γ-butyrolactones such as (+)-trans-whisky and (+)-trans-cognac lactones (1a,b) has been developed by a combination of three key reactions: diastereoselective nucleophilic addition of thiophenol, cleavage of chiral N-acylsultam via thioester, and intramolecular displacement of the sulfonium group with carboxylate anion.

Full text of DOI:10.1248/cpb.40.2579

NII-Electronic Library Service

Products guided by the article

Product name:(2R,3S)-2-Methyl-3-phenylsulfanyl-heptanethioic acid S-benzyl ester

Cas No:146405-80-3

R&D Labs maybe for 146405-80-3

Second Pharma Co., Ltd

Contact:+86-575-82733999 0575-82732999

Address:hangzhou gulf fine chemical zone,shangyu city,zhejiang province
WENZHOU M&C FOREIGN TRADE CO.,LTD.

Contact:+86-577-88862917

Address:No.8 Liming West Road,Wenzhou,zhejiang,China
Rugao Jinling Chemical Co., Ltd.(expird)

Contact:0086-513-68005586

Address:Lianluo new village huangshi town Rugao city Jiangsu Province.
Yingkou Sanzheng New Technology Chemical Industry Co., Ltd.

Contact:+86-417-2927806

Address:yingkou
Shanghai Topchem Co., LTD

website:http://www.shtopchem.com/

Contact:0086-0576-87776998

Address:room no 1608,xuhui business building yude road,xujiahui street, xuhui district

Relevant to this article

A synthesis of 5-carboxamidopyrrolo[3,2-D]pyridine

Doi:10.1002/jhet.5570290616
(1992)
Thiono and dithio estes, LII: Reaction of dithiono malonates with N,N-dimethylformamide acetals

Doi:10.1002/ardp.19933260112
(1993)
Stereoselective Samarium(II)-induced Coupling of β-Silylacrylic Esters: a Synthesis of (+/-)-2-Deoxyribonolactone

Doi:10.1039/c39920001775
(1992)
Regio- and stereoselective formation and isomerization of 1,3-cyclohexadienes catalyzed by titanium aryloxide compounds

Doi:10.1021/ja00057a057
(1993)
Metallaheteroborane Chemistry. Part 11. Selective Syntheses of the Palladium Heteroborane Complexes <2,2-(PR3)2-closo-2,1-PdEB10H10> (R3 = Ph3, MePh2 or Me2Ph; E = Se or Te) and <2-X-2-(PPh3)-closo-2,1-PdTeB10H9(PPh3)> (X = Cl, Br, I, CN, SCN or O2CMe)

Doi:10.1039/DT9930000027
(1993)
Nanosheet-enhanced enantioselectivity in the vanadium-catalyzed asymmetric epoxidation of allylic alcohols

Doi:10.1002/chem.201201659
(2012)

Article Doi