Stereoselective synthesis of (+)-boronolide

被引：24

作者：

Naidu, SV ^{[1
]}

Gupta, P ^{[1
]}

Kumar, P ^{[1
]}

机构：

[1] Natl Chem Lab, Div Organ Chem Technol, Pune 411008, Maharashtra, India

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 12期

关键词：

D O I：

10.1016/j.tetlet.2005.01.120

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient enantio- and stereocontrolled total synthesis of (+)-boronolide from valeralclehyde is described. The key steps include a Sharpless asymmetric dihydroxylation, a chelation controlled Grignard reaction followed by Sharpless asymmetric epoxidation and a ring closing metathesis. (C) 2005 Elsevier Ltd. All rights reserved.

引用

页码：2129 / 2131

页数：3

共 50 条

[1] A stereoselective synthesis of (+)-boronolide
Ghosh, AK
Bilcer, G
TETRAHEDRON LETTERS, 2000, 41 (07) : 1003 - 1006
[2] Stereoselective synthesis of (+)-boronolide
Carda, M
Rodríguez, S
Segovia, B
Marco, JA
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (18): : 6560 - 6563
[3] A short stereoselective synthesis of (+)-boronolide
Raghavan, Sadagopan
Krishnaiah, V.
TETRAHEDRON LETTERS, 2006, 47 (43) : 7611 - 7614
[4] Stereoselective total synthesis of (+)-boronolide
Boruwa, J
Barua, NC
TETRAHEDRON, 2006, 62 (06) : 1193 - 1198
[5] Stereoselective synthesis of (+)-boronolide and (-)-5-epi-boronolide
Prasad, Kavirayani R.
Anbarasan, Pazhamalai
TETRAHEDRON-ASYMMETRY, 2006, 17 (07) : 1146 - 1151
[6] Stereoselective synthesis of (+)-boronolide and its 8-epimer
Hu, SG
Hu, TS
Wu, YL
ORGANIC & BIOMOLECULAR CHEMISTRY, 2004, 2 (16) : 2305 - 2310
[7] Stereoselective total synthesis of (+)-boronolide, (+)-anamarine, 8-epi-spicegerolide
Reddy, B. V. Subba
Reddy, V. Veerabhadra
Praneeth, K.
TETRAHEDRON LETTERS, 2014, 55 (08) : 1398 - 1401
[8] THE SYNTHESIS OF BORONOLIDE
JEFFORD, CW
MOULIN, MC
HELVETICA CHIMICA ACTA, 1991, 74 (02) : 336 - 342
[9] Enantiocontrolled synthesis of (+)-boronolide
Honda, T
Horiuchi, S
Mizutani, H
Kanai, K
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (15): : 4944 - 4948
[10] Stereocontrolled synthesis of (+)-boronolide
Trost, BM
Yeh, VSC
ORGANIC LETTERS, 2002, 4 (20) : 3513 - 3516

← 1 2 3 4 5 →