Influence of substitution pattern on intramolecular alkylidene carbene insertion reactions

被引：2

作者：

Bourghida, A ^{[1
]}

Wiatz, V ^{[1
]}

Wills, M ^{[1
]}

机构：

[1] Univ Warwick, Dept Chem, Coventry CV4 7AL, W Midlands, England

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 49期

关键词：

alkylidene; carbene; insertion; intramolecular; rearrangement;

D O I：

10.1016/S0040-4039(01)01853-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of intramolecular alkylidene insertion reactions have been investigated. The nature of the substituents is demonstrated to have a dramatic effect on the outcome. In one example a novel rearrangement is observed. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：8689 / 8692

页数：4

共 9 条

[1] The United Kingdom Chemical Database Service
Fletcher, DA
McMeeking, RF
Parkin, D
[J]. JOURNAL OF CHEMICAL INFORMATION AND COMPUTER SCIENCES, 1996, 36 (04): : 746 - 749
[2] FUJI K, 1975, SYNTHESIS-STUTTGART, P276
[3] Huang YY, 1999, J LABELLED COMPD RAD, V42, P949, DOI 10.1002/(SICI)1099-1344(199910)42:10<949::AID-JLCR253>3.0.CO
[4] 2-S
[5] MIWA K, 1994, SYNLETT, P461
[6] SYNTHESIS OF (-)-NEPLANOCIN-A VIA C-H INSERTION OF ALKYLIDENECARBENE
OHIRA, S
SAWAMOTO, T
YAMATO, M
[J]. TETRAHEDRON LETTERS, 1995, 36 (09) : 1537 - 1538
[7] THE OSMIUM-CATALYZED ASYMMETRIC DIHYDROXYLATION - A NEW LIGAND CLASS AND A PROCESS IMPROVEMENT
SHARPLESS, KB
AMBERG, W
BENNANI, YL
CRISPINO, GA
HARTUNG, J
JEONG, KS
KWONG, HL
MORIKAWA, K
WANG, ZM
XU, DQ
ZHANG, XL
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (10) : 2768 - 2771
[8] Synthesis of 2,5-dihydrofurans via alkylidene carbene insertion reactions
Walker, LF
Connolly, S
Wills, M
[J]. TETRAHEDRON LETTERS, 1998, 39 (29) : 5273 - 5276
[9] LARGE-SCALE AND HIGHLY ENANTIOSELECTIVE SYNTHESIS OF THE TAXOL C-13 SIDE-CHAIN THROUGH ASYMMETRIC DIHYDROXYLATION
WANG, ZM
KOLB, HC
SHARPLESS, KB
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (17) : 5104 - 5105

← 1 →