An Efficient Stereoselective Synthesis of cis-2,6-Disubstituted Tetrahydropyrans via Gold-Catalyzed Meyer-Schuster Rearrangement/Hydration/oxa-Michael Addition Sequence

被引：1

作者：

Morita, Nobuyoshi ^{[1
]}

Yamashita, Daichi ^{[1
]}

Hashimoto, Yoshimitsu ^{[1
]}

Tamura, Osamu ^{[1
]}

机构：

[1] Showa Pharmaceut Univ, Dept Pharm, 3-3165 Higashi Tamagawagakuen, Machida, Tokyo 1948543, Japan

来源：

CATALYSTS | 2024年 / 14卷 / 04期

关键词：

gold catalyst; Meyer-Schuster rearrangement; hydration; oxa-Michael addition; 2,6-disubstituted tetrahydropyrans; GOLD(I)/(III)-CATALYZED SYNTHESIS; CYCLIC ETHERS; MARINE; CONSTRUCTION; PHORBOXAZOLE; MACROLIDES;

D O I：

10.3390/catal14040228

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

An efficient stereoselective synthesis of cis-2,6-disubstituted tetrahydropyrans 14a-c has been achieved via gold-catalyzed Meyer-Schuster rearrangement/hydration/oxa-Michael addition sequence from bis-propargylic alcohols 13a-c. The reaction of 13a proceeds via 2,6-disubstituted tetrahydropyran 14 ' a as an intermediate.

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页数：12

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