Synthesis of optically active allenyltitaniums having axial chirality by the reaction of optically active propargylic compounds with a Ti(O-i-Pr)4/2i-PrMgCl reagent

被引：24

作者：

Okamoto, S ^{[1
]}

An, DK ^{[1
]}

Sato, F ^{[1
]}

机构：

[1] Tokyo Inst Technol, Dept Biomol Engn, Midori Ku, Yokohama, Kanagawa 2268501, Japan

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 25期

关键词：

titanium and compounds; asymmetric synthesis; elimination; alcohols;

D O I：

10.1016/S0040-4039(98)00829-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of a titanium(II) complex (eta(2)-propene)Ti(O-i-Pr)(2), generated in situ from Ti(O-i-Pr)(4) and 2 equiv of i-PrMgCl, with optically active secondary propargyl phosphate and tertiary propargyl carbonate proceeds with more than 97% chiral transfer, thus providing an efficient and practical method for synthesizing di- and tri-substituted allenyltitaniums with high optical purity. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：4551 / 4554

页数：4

共 35 条

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[23] INTRAMOLECULAR NUCLEOPHILIC ACYL SUBSTITUTION-REACTIONS MEDIATED BY TI(OPR-I)(4)/2 I-PRMGBR REAGENT - SYNTHESIS OF VINYLTITANIUM COMPOUNDS HAVING A LACTONE AND/OR AN ESTER GROUP FROM ACETYLENIC CARBONATES
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[24] OPTICALLY ACTIVE HIGHER ALIPHATIC HYDROXY-COMPOUNDS .4. STEREOSPECIFIC SYNTHESIS OF 2,4-ALKANEDIOLS BY A METHOD INVOLVING A NOVEL REDUCTIVE RING-CLOSURE REACTION
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[25] Spontaneous anion-exchange synthesis of optically active mixed-valence Cs2Au2I6 perovskites from layered CsAuCl4 perovskites
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[26] Regio- and stereoselective fluorinative ring-opening reaction of epoxyalcohols by (i-PrO)2TiF2-Et4NF-nHF.: Synthesis of optically active 3-fluoro-1,2-diols
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[30] Use of 1,3-dioxin-4-ones and related compounds in synthesis, Part 50. Synthesis of optically active 1,3-dioxin-4-one derivatives having a hydroxymethyl group at the 2-position and their use for regio-, diastereo-, and enantioselective synthesis of substituted cyclobutanols
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