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

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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

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