Integrated chemical process. One-pot preparation of acetylenes by Peterson-sulfone elimination

被引：20

作者：

Orita, A ^{[1
]}

Yoshioka, N ^{[1
]}

Otera, J ^{[1
]}

机构：

[1] OKAYAMA UNIV SCI, DEPT APPL CHEM, OKAYAMA 700, JAPAN

来源：

CHEMISTRY LETTERS | 1997年 / 10期

关键词：

D O I：

10.1246/cl.1997.1023

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Integration of silylation of alpha-sulfonyl carbanion, addition of the anion of the resulting alpha-silyl sulfone to aldehyde, Peterson elimination, and sulfone elimination leads to one-pot synthesis of acetylenes.

引用

页码：1023 / 1024

页数：2

共 11 条

[1] SYNTHESIS OF ALKENES VIA THE PETERSON REACTION [J].

AGER, DJ .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1986, (02) :183-194

[2]

COLVIN E, 1981, SILICON ORGANIC SYNT, P142

[3] PREPARATION OF VINYLIC SULFONES BY PETERSON OLEFINATION USING PHENYL TRIMETHYLSILYLMETHYL SULFONE [J].

CRAIG, D ;

LEY, SV ;

SIMPKINS, NS ;

WHITHAM, GH ;

PRIOR, MJ .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (09) :1949-1952

[4] NOVEL SYNTHESIS OF ACETYLENES AND POLYENES VIA DESULFONYLATION REACTION [J].

MANDAI, T ;

YANAGI, T ;

ARAKI, K ;

MORISAKI, Y ;

KAWADA, M ;

OTERA, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (12) :3670-3672

[5] Integrated chemical process: An extremely concise synthesis of vitamin A [J].

Orita, A ;

Yamashita, Y ;

Toh, A ;

Otera, J .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1997, 36 (07) :779-780

[6] THE HIGHLY STEREOSELECTIVE SYNTHESIS OF ALL-TRANS AND 13-CIS VITAMIN-A VIA DOUBLE ELIMINATION-REACTION [J].

OTERA, J ;

MISAWA, H ;

MANDAI, T ;

ONISHI, T ;

SUZUKI, S ;

FUJITA, Y .

CHEMISTRY LETTERS, 1985, (12) :1883-1886

[7] STEREOCONTROLLED SYNTHESIS OF VITAMIN-A THROUGH A DOUBLE ELIMINATION-REACTION - A NOVEL CONVERGENT C10+C10 ROUTE [J].

OTERA, J ;

MISAWA, H ;

ONISHI, T ;

SUZUKI, S ;

FUJITA, Y .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (20) :3834-3838

[8]

OTERA J, 1996, CAROTENOIDS, P103

[9] A NEW VERSION OF THE PETERSON OLEFINATION USING BIS(TRIMETHYLSILYL)METHYL DERIVATIVES AND FLUORIDE-ION AS CATALYST [J].

PALOMO, C ;

AIZPURUA, JM ;

GARCIA, JM ;

GANBOA, I ;

COSSIO, FP ;

LECEA, B ;

LOPEZ, C .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (08) :2498-2503

[10] A CARBONYL OLEFINATION REACTION USING SILYL-SUBSITUTED ORGANOMETALLIC COMPOUNDS [J].

PETERSON, DJ .

JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (02) :780-&

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