THE INTRAMOLECULAR SILYL MODIFIED SAKURAI (ISMS) REACTION - A SIMPLE AND VERSATILE SYNTHESIS OF TETRAHYDROPYRANS, SPIROETHERS, AND SPIROKETALS

被引：70

作者：

MARKO, IE

MEKHALFIA, A

BAYSTON, DJ

ADAMS, H

机构：

[1] Department of Chemistry, The University

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 08期

关键词：

D O I：

10.1021/jo00034a003

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Intramolecular Silyl Modified Sakurai (ISMS) reaction is a powerful tool for the construction of tetrahydropyrans, spiroethers, and spiroketals. The ISMS methodology was applied to a short and stereocontrolled synthesis of a minor component of the rectal gland secretion of the female Dacus oleae fruit fly.

引用

页码：2211 / 2213

页数：3

共 49 条

[21] SPIROKETALS - THE SYNTHESIS OF AN OLIVE FLY PHEROMONE COMPONENT, 4-HYDROXY-1,7-DIOXASPIRO[5,5]UNDECANE, VIA A NOVEL CATION-OLEFIN CYCLIZATION STEP
KAY, IT
WILLIAMS, EG
[J]. TETRAHEDRON LETTERS, 1983, 24 (52) : 5915 - 5918
[22] A NEW SYNTHESIS OF 1,7-DIOXASPIRO[5.5]UNDECANES - APPLICATION TO A RECTAL GLAND SECRETION OF THE OLIVE FRUIT-FLY (DACUS-OLEAE)
KOCIENSKI, P
YEATES, C
[J]. TETRAHEDRON LETTERS, 1983, 24 (36) : 3905 - 3906
[23] A DIRECTED ALDOL APPROACH TO (+)-MILBEMYCIN-BETA-3
KOCIENSKI, PJ
STREET, SDA
YEATES, C
CAMPBELL, SF
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (10): : 2171 - 2181
[24] THE SILYL MODIFIED SAKURAI (SMS) REACTION - AN EFFICIENT AND VERSATILE ONE-POT SYNTHESIS OF HOMOALLYLIC ETHERS
MEKHALFIA, A
MARKO, IE
[J]. TETRAHEDRON LETTERS, 1991, 32 (36) : 4779 - 4782
[25] MISHIMA H, 1975, TETRAHEDRON LETT, P711
[26] SYNTHETIC MICROBIAL CHEMISTRY .13. SYNTHESIS OF (-)-TALAROMYCINS-A AND (-)-TALAROMYCINS-B
MORI, K
IKUNAKA, M
[J]. TETRAHEDRON, 1987, 43 (01) : 45 - 58
[27] SYNTHESIS OF THE ENANTIOMERS OF 1,7-DIOXASPIRO[5.5]UNDECANE AND 4-HYDROXY 1,7-DIOXASPIRO[5.5]UNDECANE, THE COMPONENTS OF THE OLIVE FLY PHEROMONE
MORI, K
UEMATSU, T
WATANABE, H
YANAGI, K
MINOBE, M
[J]. TETRAHEDRON LETTERS, 1984, 25 (35) : 3875 - 3878
[28] TRIMETHYLSILYL TRIFLATE CATALYZED ALDOL-TYPE REACTION OF ENOL SILYL ETHERS AND ACETALS OR RELATED-COMPOUNDS
MURATA, S
SUZUKI, M
NOYORI, R
[J]. TETRAHEDRON, 1988, 44 (13) : 4259 - 4275
[29] NISHIYAMA H, 1982, J ORG CHEM, V47, P2496
[30] A STEREOSELECTIVE SYNTHESIS OF (+/-)-CIS-ALPHA-IRONE
NUSSBAUMER, C
FRATER, G
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (10) : 2096 - 2098

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